(S)-2-amino-5-phosphonopentanoic acid | 79055-67-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-amino-5-phosphonopentanoic acid
• 英文别名: L(+)-2-Amino-5-phosphonopentanoic acid；(S)-(+)-2-amino-5-phosphonopentanoic acid；(S)-2-amino-4-phosphonovaleric acid；L-2-amino-5-phosphonopentanoic acid；D(2)-2-amino-5-phosphonopentanoate；AP 5；(2S)-2-ammonio-5-phosphonopentanoate；(2S)-2-azaniumyl-5-phosphonopentanoate
• CAS: 79055-67-7
• 化学式: C₅H₁₂NO₅P
• 分子量: 197.128
• InChiKey: VOROEQBFPPIACJ-BYPYZUCNSA-N

物化性质

• 熔点：
  105°C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -5.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 安全说明：
  S26,S36

SDS

Name:	L(+)-2-Amino-5-phosphonovaleric acid 95% (>99% e.e.) 0.25 mole EtOH Material Safety Data Sheet
Synonym:	L-5-Phosphononorvaline; L-2-Amino-5-phosphonopentanoic acid; L-AP-5; 5-Phosphono-L-norvaline; L-2-Amino-5-phosphonopentanoic acid; L-2-Amino-5-phosphonovaleric acid
CAS:	79055-67-7

Section 1 - Chemical Product MSDS Name:L(+)-2-Amino-5-phosphonovaleric acid 95% (>99% e.e.) 0.25 mole EtOH Material Safety Data Sheet
Synonym:L-5-Phosphononorvaline; L-2-Amino-5-phosphonopentanoic acid; L-AP-5; 5-Phosphono-L-norvaline; L-2-Amino-5-phosphonopentanoic acid; L-2-Amino-5-phosphonovaleric acid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
79055-67-7	L-(+)-2-Amino-5-phosphonovaleric acid	95	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract.
Inhalation:
May cause respiratory tract irritation.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. Combustion generates toxic fumes. Use water spray to keep fire-exposed containers cool.
Extinguishing Media:
Use water spray, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid breathing dust.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 79055-67-7: 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 prevent skin exposure.
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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: white
Odor: No data
pH: Not available.
Vapor Pressure: Negligible
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 100 - 110 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C5H12NO5P
Molecular Weight: 197.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizers.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 79055-67-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
L-(+)-2-Amino-5-phosphonovaleric acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 79055-67-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 79055-67-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 79055-67-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (S)-2-amino-5-phosphonopentanoic acid 在 盐酸 作用下， 生成 DL-2-氨基-5-膦酰基戊酸
  参考文献：
  名称：

  通过修饰的Seebach咪唑烷二酮类化合物高度对映选择性合成（R）-和（S）-2-氨基-5-膦基戊酸[（R）-和（S）-AP5]

  摘要：

  描述了四种新的立体异构体1-羰基苄氧基-2-叔丁基-3-（α-甲基苄基）-1,3-咪唑啉丁-4-酮的制备。这些手性甘氨酸衍生物的烯醇锂的烷基化以高非对映选择性进行。特别地，不同异构体（2 R，1 'S）-和（2 S，1'R）-7的反应，提供了具有≥98％非对映选择性的所需磷酸化产物9。烷基化产物的水解在相对温和的条件下进行，得到对映体纯的α-取代的α-氨基酸。因此，（2R，5R，1'S）-9和（2S，5S，1'R）-9的水解提供了生理上重要的对映体纯的氨基膦酸（R）-AP5和（S）-AP5。

  DOI：

  10.1016/0040-4020(95)00091-l
• 作为产物：
  描述：

  (2S,5S,1'R)-1-carbobenzyloxy-2-tert-butyl-3-(α-methylbenzyl)-5-(diethyl 3-propylphosphonate)-1,3-imidazolidin-4-one 在 盐酸 、 methyloxirane 作用下， 生成 (S)-2-amino-5-phosphonopentanoic acid
  参考文献：
  名称：

  通过修饰的Seebach咪唑烷二酮类化合物高度对映选择性合成（R）-和（S）-2-氨基-5-膦基戊酸[（R）-和（S）-AP5]

  摘要：

  描述了四种新的立体异构体1-羰基苄氧基-2-叔丁基-3-（α-甲基苄基）-1,3-咪唑啉丁-4-酮的制备。这些手性甘氨酸衍生物的烯醇锂的烷基化以高非对映选择性进行。特别地，不同异构体（2 R，1 'S）-和（2 S，1'R）-7的反应，提供了具有≥98％非对映选择性的所需磷酸化产物9。烷基化产物的水解在相对温和的条件下进行，得到对映体纯的α-取代的α-氨基酸。因此，（2R，5R，1'S）-9和（2S，5S，1'R）-9的水解提供了生理上重要的对映体纯的氨基膦酸（R）-AP5和（S）-AP5。

  DOI：

  10.1016/0040-4020(95)00091-l

文献信息

• Soloshonok, Vadim A.; Belokon, Yuri N.; Kuzmina, Nadezhda A., Journal of the Chemical Society. Perkin transactions I, 1992, # 12, p. 1525 - 1530
  作者：Soloshonok, Vadim A.、Belokon, Yuri N.、Kuzmina, Nadezhda A.、Maleev, Victor I.、Svistunova, Nataly Yu.、et al.

  DOI：——

  日期：——
• Asymmetric synthesis of heteroorganic analogs of natural products. 6. (S)-?-amino-?-phosphonocarboxylic acids
  作者：V. A. Soloshonok、N. Yu. Svistunova、V. P. Kukhar'、V. A. Solodenko、N. A. Kuz'mina、A. B. Rozhenko、S. V. Galushko、I. P. Shishkina、A. O. Gudima、Yu. N. Belokon'

  DOI：10.1007/bf00869521

  日期：1992.2

  Alkylation, by omega-haloalkylphosphonates, of the Ni(II) complex of the Schiff base formed from glycine and (S)-2-N-(N1-benzylprolyl)-o-aminobenzophenone has been used for the asymmetric synthesis of (S)-2-amino-4-phosphonobutyric and (S)-2-amino-5-phosphonovaleric acids.
• EUERBY, MELVIN R.;PARTRIDGE, LYNDA Z.;NUNN, PETER B., J. CHROMATOGR., 469,(1989) C. 412-419
  作者：EUERBY, MELVIN R.、PARTRIDGE, LYNDA Z.、NUNN, PETER B.

  DOI：——

  日期：——
• NATCHEV, I., IZV. XIM. BLG. AN, 22,(1989) N, S. 30-32
  作者：NATCHEV, I.

  DOI：——

  日期：——
• Highly enantioselective synthesis of (R)- and (S)-2-amino-5-phosphonopentanoic acids [(R)- and (S)-AP5] via modified Seebach imidazolidinones
  作者：Oscar García-Barradas、Eusebio Juaristi

  DOI：10.1016/0040-4020(95)00091-l

  日期：1995.3

  isomers, (2R, 1′S)- and (2S, 1′R)-7, afforded the desired phosphorylated products 9 with ≥ 98% diastereoselectivity. Hydrolysis of the alkylated products proceeds under relatively mild conditions to give enantiomerically pure α-substituted α-amino acids. Thus, hydrolysis of (2R,5R,1′S)-9 and (2S,5S,1′R)-9 provided the physiologically important, enantiopure amino phosphonic acids (R)-AP5 and (S)-AP5.

  描述了四种新的立体异构体1-羰基苄氧基-2-叔丁基-3-（α-甲基苄基）-1,3-咪唑啉丁-4-酮的制备。这些手性甘氨酸衍生物的烯醇锂的烷基化以高非对映选择性进行。特别地，不同异构体（2 R，1 'S）-和（2 S，1'R）-7的反应，提供了具有≥98％非对映选择性的所需磷酸化产物9。烷基化产物的水解在相对温和的条件下进行，得到对映体纯的α-取代的α-氨基酸。因此，（2R，5R，1'S）-9和（2S，5S，1'R）-9的水解提供了生理上重要的对映体纯的氨基膦酸（R）-AP5和（S）-AP5。