(4R,5R)-4,5-二乙氧基羰基-2,2-二甲基二氧 | 59779-75-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4R,5R)-4,5-二乙氧基羰基-2,2-二甲基二氧
• 中文别名: (-)-2,3-O-异丙亚基-L-酒石酸二乙酯；(4R,5r)-4,5-二乙氧基羰基-2,2-二甲基二氧杂烷
• 英文名称: diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
• 英文别名: (4R,5R)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate；diethyl (2R,3R)-2,3-O-isopropylidenetartrate；(-)-diethyl 2,3-O-iso-propylidene-L-tartrate；diethyl (R,R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate；diethyl (R,R)-O,O-isopropylidene tartrate
• CAS: 59779-75-8
• 化学式: C₁₁H₁₈O₆
• 分子量: 246.26
• InChiKey: MCNKHXZIPATURB-HTQZYQBOSA-N

物化性质

• 沸点：
  92-93 °C
• 密度：
  1.1519 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 安全说明：
  S24/25

SDS

Name:	(4R 5R)-4 5-Diethoxycarbonyl-2 2-Dimethyl Dioxolane 97% Material Safety Data Sheet
Synonym:	(4R-Trans)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Diethyl Ester; Diethyl (4R-Trans)-2,2-Dimethyl -1,3-Dioxolane-4,5-Dicarboxylate
CAS:	59779-75-8

Section 1 - Chemical Product MSDS Name:(4R 5R)-4 5-Diethoxycarbonyl-2 2-Dimethyl Dioxolane 97% Material Safety Data Sheet
Synonym:(4R-Trans)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Diethyl Ester; Diethyl (4R-Trans)-2,2-Dimethyl -1,3-Dioxolane-4,5-Dicarboxylate

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59779-75-8	(4R,5R)-4,5-Diethoxycarbonyl-2,2-Dimet	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 59779-75-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: clear yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble in chloroform,methanol,ethanol,a
Specific Gravity/Density:
Molecular Formula: C11H18O6
Molecular Weight: 246.26

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 59779-75-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(4R,5R)-4,5-Diethoxycarbonyl-2,2-Dimethyl Dioxolane - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 59779-75-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 59779-75-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 59779-75-8 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4,5-二乙氧基羰基-2,2-二甲基二氧 在 lithium aluminium tetrahydride 、 sodium hydride 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (E)-3-<(4S-trans)-2,2-dimethyl-5-<(phenylmethoxy)methyl>-1,3-dioxolan-4-yl>-2-propenol
  参考文献：
  名称：

  大环内酯（-）-aspicilin的立体控制全合成

  摘要：

  对映体全合成（-）-阿斯匹西林的基本特征是对α，β-环氧重氮甲基酮进行光化学重排成4-羟基链烯酸酯的策略性应用（方案1）和Sharpless环氧化α，ω的立体化学控制使用3-氨基丙胺钾（KAPA）作为乙炔拉链对炔醇进行官能化，通过Wittig反应在C 7和C 8之间偶联以及通过使用2,6-二氯苯甲酰氯进行内酯化。

  DOI：

  10.1016/s0040-4039(00)96138-0
• 作为产物：
  描述：

  L-酒石酸 生成 (4R,5R)-4,5-二乙氧基羰基-2,2-二甲基二氧
  参考文献：
  名称：

  BRIGGS, M. A.;HAINES, A. H.;JONES, H. F., J. CHEM. SOC. PERKIN TRANS., 1985, N 4, 795-798

  摘要：

  DOI：

文献信息

• Novel resolution of the anthracyclinone intermediate by the use of (2r, 3r)-(+)- and (2s, 3s)-(-).1,4-bis(4-chlorobenzyloxy)butane-2,3-diol
  作者：Katsumi Tamoto、Masamichi Sugimori、Shiro Terashima

  DOI：10.1016/s0040-4020(01)91522-4

  日期：1984.1

  diastereomereic acetals((-)-9and(+)-10 or(+)-9 and(-)-10)with the title vicinal-diol(+)-or ( )-5), affording optically pure (R)-( )-3. The resolving agents (( + )- and ( )-5) were readily synthesized from unnatural(2S,3S)-(-)-tartaric acid((-)-6)or D-(-)-mannitol and natural (2R,3R)-(+)-tartaric acid((+)6), respectively. The undesired enantiomer ((S)-(+ )-3) obtained by the optical resolution could be racemized

  发现（±）-7-Deoxy-4-demethoxydaunomycinone（（±）-3）通过形成非对映体缩醛（（-）- 9和（+）- 10或（+）- 9）的混合物而干净地溶解了。和（-）- 10）标题为邻位的-二醇（+）-或（）-5），提供光学纯的（R）-（）- 3。拆分剂（（+）-和（）-5）易于由非天然（2S，3S）-（-）-酒石酸（（-）- 6）或D-（-）-甘露醇与天然（2R ，3R）-（+）-酒石酸（（+）6）。不需要的对映异构体（（S）-（+）- 3通过光学拆分获得的α（α）可以通过与三氟甲磺酸在乙酸水溶液中加热而消旋。通过高度立体选择性（⪢20：1）引入，将光学纯的（R）-3精细化为光学纯的（+）-4-脱甲氧基金牛烯酮（（+）- 2b）和（+）-脱甲氧基腺嘌呤酮（（+）- 2a）。OH基团进入C 7位是关键步骤。
• [EN] HETEROCYCLIC COMPOUNDS AS PRMT5 INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILISÉS EN TANT QU'INHIBITEURS DE PRMT5
  申请人：JUBILANT BIOSYS LTD

  公开号：WO2019102494A1

  公开（公告）日：2019-05-31

  The compounds of Formula I, Formula Ia, and Formula Ib are described herein along with their analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites, and prodrugs thereof. These compounds inhibit PRMT5 and are useful as therpeautic or ameliorating agent for diseases that are involved in cellular growth such as malignant tumors, schizophrenia, Alzheimer's disease, Parkinson's disease and the like.

  公式I、公式Ia和公式Ib的化合物以及它们的类似物、互变异构体、对映异构体、多态性、水合物、溶剂化物、药物可接受的盐、药物组合物、代谢物和前药在本文件中进行了描述。这些化合物抑制PRMT5，并可作为治疗或改善与细胞生长相关的疾病，如恶性肿瘤、精神分裂症、阿尔茨海默病、帕金森病等的治疗或改善剂。
• A symmetry-based approach to the heterobicyclic core of the zaragozic acids—model studies in the C2-symmetric series
  作者：Anja Bierstedt、Jochen Roels、Junliang Zhang、Yuzhou Wang、Roland Fröhlich、Peter Metz

  DOI：10.1016/j.tetlet.2003.09.021

  日期：2003.10

  A conceptually novel access to models for the title structures has been achieved by rapid enantioselective construction of polyhydroxy diketones in a two-directional or convergent fashion and group-selective intramolecular acetalization.

  通过以双向或会聚的方式快速对映选择性地构建多羟基二酮并进行基团选择性的分子内缩醛化，已实现了对标题结构模型的概念上新颖的访问。
• Bifunctional acyclic nucleoside phosphonates: synthesis of chiral 9-{3-hydroxy[1,4-bis(phosphonomethoxy)]butan-2-yl} derivatives of purines
  作者：Silvie Vrbková、Martin Dračínský、Antonín Holý

  DOI：10.1016/j.tetasy.2007.09.021

  日期：2007.9

  We report herein a general method for the synthesis of new types of chiral acyclic nucleoside four-carbon bisphosphonates. The alkylation of 2-amino-6-chloropurine and adenine was performed with (2S,3S)- or (2R,3R)-1,4-[bis(diisopropoxyphosphoryl)methoxy]]-3-[(methylsulfonyl)oxy]butan-2-yl benzoate. Alkylations provided (2R,3R) or (2S,3S) N9-substituted nucleobases, which were further converted to

  我们在此报告了一种用于合成新型手性无环核苷四碳双膦酸酯的通用方法。2-氨基-6-氯嘌呤和腺嘌呤的烷基化是用（2 S，3 S）-或（2 R，3 R）-1,4- [双（二异丙氧基磷酰基）甲氧基]]-3-[（甲基磺酰基） ）氧基]丁-2-苯甲酸酯。提供的烷基化为（2 R，3 R）或（2 S，3 S）N 9-取代的核碱基，其进一步被转化为其他衍生物。这些转化包括核碱基的修饰或双膦酸酯链的转化。随后用溴代三甲基硅烷对二异丙基酯进行脱保护，得到了所得的（2 R，3 R）-或（2 S，3 S）-双膦酸。
• An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions
  作者：Abdul Motaleb、Asish Bera、Pradip Maity

  DOI：10.1039/c8ob01032c

  日期：——

  A catalyst bound α-aminoalkyl radical intermediate from iminium is developed to control its formation and reactivity with aerobic oxygen. The influence of the catalyst was demonstrated via the ease of radical intermediate formation and its subsequent reactivity, including the first catalyst-controlled enantioselective aerobic oxidation with a chiral phosphite catalyst.

  研发了一种由催化剂与催化剂结合的亚胺基α-氨基烷基自由基中间体，以控制其形成和与好氧的反应性。通过容易形成自由基中间体及其随后的反应性证明了催化剂的影响，包括使用手性亚磷酸酯催化剂进行的第一催化剂控制的对映选择性好氧氧化反应。