(2R,4R)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine | 72598-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2R,4R)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine
• 英文别名: N-(tert-Butoxycarbonyl)-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine；N-(tert-Butoxycarbonyl)-(2R,4R)-4-(diphenylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine；(2R,4R)-(+)-2-(Diphenylphosphinomethyl)-4-(diphenylphosphino)-N-(t-butoxycarbonyl)pyrrolidine；tert-butyl (2R,4R)-4-diphenylphosphanyl-2-(diphenylphosphanylmethyl)pyrrolidine-1-carboxylate
• CAS: 72598-03-9
• 化学式: C₃₄H₃₇NO₂P₂
• 分子量: 553.621
• InChiKey: BFMKBYZEJOQYIM-WXGMZPBLSA-N

物化性质

• 沸点：
  638.8±40.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

SDS

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Section 1: Product Identification
(2R,4R)-(+)-2-(Diphenylphosphinomethyl)-4-(diphenylphosphino)-N-(t-butoxycarbonyl)pyrrolidine, min. 97%
Chemical Name:
(R,R-BPPM)
CAS Registry Number: 72598-03-9
Formula: C34H49NO2P2
EINECS Number: none
Chemical Family: organophosphine ligand
(R,R-BPPM); (2R,4R)-tert-butyl 4-(diphenylphosphino)-2-((diphenylphosphino)methyl)pyrrolidine-1-carboxylate
Synonym:

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 72598-03-9 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Primary Routes of Exposure: Ingestion, inhalation
Eye Contact: Causes slight to mild irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: not applicable
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Store in a tightly sealed container under an inert atmosphere of nitrogen or argon. Keep in a cool, dry,
Handling and Storage:
well-ventillated area.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white powder
Molecular Weight: 565.71
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air sensitive
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged exposure to air
Incompatibility: strong oxidizing agents
Decomposition Products: carbon monoxide, carbon dioxide, phorsphorous oxides and organic fumes

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Not reportable under SARA 313
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (2R,4R)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine 在 sodium hydroxide 、 三氟乙酸 作用下， 以 甲苯 为溶剂， 生成 N-Acryloyl-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine
  参考文献：
  名称：

  Transition-metal-catalyzed asymmetric organic synthesis via polymer-attached optically active phosphine ligands. 5. Preparation of amino acids in high optical yield via catalytic hydrogenation

  摘要：

  DOI：

  10.1021/jo00327a023
• 作为产物：
  描述：

  (4S)-1-乙酰基-4-羟基-D-脯氨酸 在 盐酸 、 锂硼氢 、 氨 、 sodium 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 、 水 为溶剂， 生成 (2R,4R)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine
  参考文献：
  名称：

  Transition-metal-catalyzed asymmetric organic synthesis via polymer-attached optically active phosphine ligands. 5. Preparation of amino acids in high optical yield via catalytic hydrogenation

  摘要：

  DOI：

  10.1021/jo00327a023

文献信息

• Process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamides
  申请人：——

  公开号：US20010031858A1

  公开（公告）日：2001-10-18

  The present invention relates to a process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamides of the formula I, 1 in which the anions X are physiologically acceptable anions, and their analogs, which are effective inhibitors of the blood coagulation factor Xa and which can be used, for example, for preventing thromboses. The process according to the invention comprises the coupling of 2-[2-acetylamino-3-(4-amidinophenyl)propionylamino]-2-cyclohexylacetic acid, which is obtained from 2-[2-acetylamino-3-(4-cyanophenyl)acryloylamino]-2-cyclohexylacetic acid by asymmetric hydrogenation and conversion of the cyano group into the amidine, or a salt thereof, with a 3-(2-amino-2-carbamoylethyl)-1-methylpyridinium salt or a salt thereof. The invention furthermore provides starting materials and intermediates for this process, processes for their preparation and acetyl-(S)-4-amidiniophenylalanyl-(S)-cyclohexylglycyl-(S)-(1-methyl-3-pyridinio)alaninamide as ditosylate salt.

  本发明涉及一种制备乙酰－氨基苯丙氨基环己基甘氨酸基吡啶基丙氨酰胺的方法，其化学式为I，其中阴离子X是生理上可接受的阴离子及其类似物。这些类似物是有效的凝血因子Xa的抑制剂，可以用于预防血栓形成。根据本发明的方法包括2-［2-乙酰氨基-3-（4-氨基苯基）丙酰氨基］-2-环己基乙酸的偶联，该化合物是通过不对称氢化和将氰基转化为胺基得到的，或其盐，与3-（2-氨基-2-羰基乙基）-1-甲基吡啶盐或其盐进行偶联。此外，该发明还提供了此过程的起始物质和中间体，以及用于其制备的方法和乙酰-（S）-4-氨基苯丙基-（S）-环己基甘氨酰-（S）-（1-甲基-3-吡啶基）丙氨酰胺作为重苯磺酸盐。
• Asymmetric Hydrogenation of 2-Benzylidenesuccinic Acid 4-[(4-BOC-amino)-1-piperidide] Monoamide: Key Step in a Process for Large Scale Preparation of a Renin Inhibitor
  作者：Heiner Jendralla

  DOI：10.1055/s-1994-25511

  日期：——

  The N-terminal component 4 of an orally active renin inhibitor is prepared on kg-scale by asymmetric hydrogenation of the title compound 3. Enantioselectivities of several homogeneous homochiral rhodium(I)- and ruthenium(II)-diphosphine catalysts are compared.

  一种口服活性肾素抑制剂的 N 端成分 4 是通过标题化合物 3 的不对称氢化在公斤级规模上制备的。比较了几种同质同手性铑（I）-和钌（II）-二膦催化剂的对映选择性。
• [EN] METHOD FOR PRODUCING AMIDINE DERIVATIVES<br/>[FR] PROCÉDÉ DE PRODUCTION DE DÉRIVÉS D'AMIDINE
  申请人：BIOCRYST PHARM INC

  公开号：WO2016029216A2

  公开（公告）日：2016-02-25

  The invention provides methods and intermediates useful in the synthesis of a compound of formula (I): or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof; wherein the variables are as defined herein.

  本发明提供了用于合成式(I)化合物的方法和中间体，或其药学上可接受的盐、溶剂和前药酯；其中变量如本文所定义。
• Neue homochirale Diphosphine
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0512416A2

  公开（公告）日：1992-11-11

  Neue homochirale Diphosphine beispielsweise der Struktur (2) wobei R z.B. für Wasserstoff oder Methyl steht, sind geeignete Liganden für Katalysatoren für asymmetrische Hydrierungen.

  新型同手性二膦，例如结构 (2) 其中 R 代表氢或甲基等、 是不对称氢化催化剂的合适配体。
• PROCESS FOR THE PREPARATION OF ACETYL-AMIDINIOPHENYLALANYL-CYCLOHEXYLGLYCYL-PYRIDINIOALANINAMIDES
  申请人：Aventis Pharma Deutschland GmbH

  公开号：EP1254159A2

  公开（公告）日：2002-11-06