N-[(1,1-二甲基乙氧基)羰基]-S-(苯基甲基)-L-半胱氨酸 4-硝基苯基酯 | 3560-17-6

• 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
• 中文名称: N-[(1,1-二甲基乙氧基)羰基]-S-(苯基甲基)-L-半胱氨酸 4-硝基苯基酯
• 中文别名: N-[(1,1-二甲基乙氧基)羰基]-S-(苯基甲基)-L-半胱氨酸4-硝基苯基酯
• 英文名称: N-tert-butoxycarbonyl-S-benzylcysteine p-nitrophenyl ester
• 英文别名: N-BOC-S-Bn-Cysteine 4-nitrophenyl ester；BOCCys(Bzl)-O-p-PhNO2；Boc-L-Cys(Bzl)-ONp；BOC-S-benzyl-L-cysteine 4-nitrophenyl ester；N-tert-Butyloxycarbonyl-S-benzyl-L-cystein-(4-nitro-phenylester)；N-tert.-Butyloxy-carbonyl-S-benzyl-cystein-p-nitrophenylester；p-Nitrophenyl S-benzyl-N-(tert-butoxycarbonyl)-L-cysteinate；(4-nitrophenyl) (2R)-3-benzylsulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 3560-17-6
• 化学式: C₂₁H₂₄N₂O₆S
• mdl: MFCD00038121
• 分子量: 432.497
• InChiKey: DEQZTANESNRFKU-SFHVURJKSA-N

物化性质

• 沸点：
  608.5±55.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  7

SDS

Version 1.2
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name N-(TERT-BUTOXYCARBONYL)-S-BENZ - 50 MG
YL-L-CYSTEINE 4-NITROPHENYL ESTER

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2 - Hazards Identification

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
BOC-S-BENZYL-L-CYSTEINE 3560-17-6 222-622-3 None
4-NITROPHENYL ESTER
Formula C21H24N2O6S
Molecular Weight 432,5000 AMU

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4 - First Aid Measures

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5 - Fire Fighting Measures

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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
appropriate foam.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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METHODS FOR CLEANING UP
Place in appropriate container. Wash spill site with soap
solution. Flush spill area with copious amounts of water.

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7 - Handling and Storage

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ALDRICH www.molbase.com
8 - Exposure Controls / Personal Protection

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PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Respiratory protection is not required. Where
protection from nuisance levels of dusts are desired, use type N95
(US) or type P1 (EN 143) dust masks.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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Appearance Color: Faintly beige
Form: Powder
Property Value At Temperature or Pressure
pH N/A
BP/BP Range N/A
MP/MP Range 80,000 °C
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient N/A
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide,
and nitrogen oxides.
HAZARDOUS EXOTHERMIC REACTIONS
Hazardous Exothermic Reactions: Will not occur

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11 - Toxicological Information

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12 - Ecological Information

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No data available.

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
ALDRICH www.molbase.com
Dissolve or mix the material with a combustible solvent and burn
in a chemical incinerator equipped with an afterburner and
scrubber. Observe all federal, state, and local environmental
regulations.

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14 - Transport Information

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RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

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15 - Regulatory Information

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COUNTRY SPECIFIC INFORMATION
Germany
WGK: 3
Self-Classification

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16 - Other Information

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WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
ALDRICH www.molbase.com

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-[(1,1-二甲基乙氧基)羰基]-S-(苯基甲基)-L-半胱氨酸 4-硝基苯基酯 在 (S)-chloro(1-phenylethanamine-C,N)-(pyridine)palladium(II) 作用下， 以 phosphate buffer 为溶剂， 生成 Boc-S-苄基-L-半光氨酸
  参考文献：
  名称：

  Catalytic hydrolysis of α-amino esters in the presence of chiral palladacycles

  摘要：

  The rate of hydrolysis of esters derived from optically active alpha-amino acids, catalyzed by chiral cyclopalladated benzylamines, depends on the configuration of chiral centers in the substrate and catalyst. The catalytic hydrolysis of sulfur-containing amino esters follows an intramolecular mechanism, and the difference in the reaction rates for the stereoisomers increases in going from ortho-palladated primary benzylamines (k(S)/k(R) = 1.1) to tertiary amines (k(S)/k(R) = 1.5); the strongest catalytic effect is observed for an ester and a complex with the same absolute configuration of the chiral centers. The efficiency of intermolecular catalysis is greater for a complex and ester with opposite absolute configurations of the chiral centers, and the rate constants of catalytic hydrolysis for two pairs of stereoisomers coincide within experimental error. The maximal difference in the reaction rates is observed for cyclopalladated secondary benzylamines; it reaches 2.3 for the phenylalanine ester.

  DOI：

  10.1134/s1070428007040100
• 作为产物：
  描述：

  对硝基苯酚 、 Boc-S-苄基-L-半光氨酸 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 N-[(1,1-二甲基乙氧基)羰基]-S-(苯基甲基)-L-半胱氨酸 4-硝基苯基酯
  参考文献：
  名称：

  p ‐Amino‐benzoyl‐lysin‐vasopressin und p ‐Amino‐phenylacetyl‐oxytocin

  摘要：

  AbstractAls diazotierbare Derivate des Lysin‐vasopressins und des Oxytocins wurden Nα‐[p‐Aminobenzoyl]‐lysin‐vasopressin und N‐[p‐Amino‐phenylacetyl]‐oxytocin hergestellt. — Der N‐p‐Amino‐benzoylrest wird durch Natrium in flüss. Ammoniak abgespalten, während der N‐p‐Amino‐phenylacetylrest unter denselben Bedingungen stabil ist. Die Dehydrierung von p‐Amino‐phenylacetyl‐oxytocein mit Jod in Essigsäure führte überwiegend zu höhermolekularen Oxytocin‐Derivaten mit einem Polymerisationsgrad n > 25.

  DOI：

  10.1002/cber.19681010414

文献信息

• Mild and Selective Oxygenation of Sulfides to Sulfoxides and Sulfones by Perfluoro-cis-2,3-dialkyloxaziridines
  作者：Darryl D. DesMarteau、Viacheslav A. Petrov、Vittorio Montanari、Massimo Pregnolato、Giuseppe Resnati

  DOI：10.1021/jo00089a020

  日期：1994.5

  Sulfides are oxidized to sulfoxides by stoichiometric amounts of perfluoro-cis-2,3-dialkyloxaziridines 2. The reactions proceed at -40 degrees C with nearly complete selectivity and very good yields. Sulfoxides are also oxidized easily by 2 under mild conditions to corresponding sulfones. The oxidation of some bioactive sulfides (promazine, albendazole, biotin, and others) is also reported.
• Synthesis of the amide of the C-terminal tetrapeptide of the sequence of oxytocin
  作者：A. K. Ivanov、A. A. Antonov、I. A. Donetskii

  DOI：10.1007/bf00630256

  日期：1992.5
• <i>p</i> ‐Amino‐benzoyl‐lysin‐vasopressin und <i>p</i> ‐Amino‐phenylacetyl‐oxytocin
  作者：Rolf Geiger、Karl Sturm、Walter Siedel

  DOI：10.1002/cber.19681010414

  日期：1968.4

  AbstractAls diazotierbare Derivate des Lysin‐vasopressins und des Oxytocins wurden Nα‐[p‐Aminobenzoyl]‐lysin‐vasopressin und N‐[p‐Amino‐phenylacetyl]‐oxytocin hergestellt. — Der N‐p‐Amino‐benzoylrest wird durch Natrium in flüss. Ammoniak abgespalten, während der N‐p‐Amino‐phenylacetylrest unter denselben Bedingungen stabil ist. Die Dehydrierung von p‐Amino‐phenylacetyl‐oxytocein mit Jod in Essigsäure führte überwiegend zu höhermolekularen Oxytocin‐Derivaten mit einem Polymerisationsgrad n > 25.
• Activation of a carboxy group by dialkyl pyrocarbonates. Synthesis of symmetrical anhydrides and aryl esters of N-protected amino acids using di-tert-butyl pyrocarbonate as condensing reagent
  作者：V. F. Pozdnev、M. Yu. Chernaya

  DOI：10.1007/bf00575762

  日期：——
• Catalytic hydrolysis of α-amino esters in the presence of chiral palladacycles
  作者：Yu. V. Ageeva、S. A. Kurzeev、G. M. Kazankov

  DOI：10.1134/s1070428007040100

  日期：2007.4

  The rate of hydrolysis of esters derived from optically active alpha-amino acids, catalyzed by chiral cyclopalladated benzylamines, depends on the configuration of chiral centers in the substrate and catalyst. The catalytic hydrolysis of sulfur-containing amino esters follows an intramolecular mechanism, and the difference in the reaction rates for the stereoisomers increases in going from ortho-palladated primary benzylamines (k(S)/k(R) = 1.1) to tertiary amines (k(S)/k(R) = 1.5); the strongest catalytic effect is observed for an ester and a complex with the same absolute configuration of the chiral centers. The efficiency of intermolecular catalysis is greater for a complex and ester with opposite absolute configurations of the chiral centers, and the rate constants of catalytic hydrolysis for two pairs of stereoisomers coincide within experimental error. The maximal difference in the reaction rates is observed for cyclopalladated secondary benzylamines; it reaches 2.3 for the phenylalanine ester.