Boc-Cys(Acm)-ONp

Base Information

• Chemical Name: Boc-Cys(Acm)-ONp
• CAS No.: 58651-76-6
• Molecular Formula: C17H23N3O7S
• Molecular Weight: 413.452
• European Community (EC) Number: 261-377-7
• Nikkaji Number: J296.994G
• Mol file: 58651-76-6.mol

Synonyms:Boc-Cys(Acm)-ONp;58651-76-6;Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester;p-Nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate;BOC-S-ACETAMIDOMETHYL-L-CYSTEINE 4-NITROPHENYL EST;(4-nitrophenyl) (2R)-3-(acetamidomethylsulfanyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;BocCys(Acm)ONp;SCHEMBL7264415;DI-N-BUTYLMETHYLPHOSPHONATE;YMMVJNPHWLDKCQ-AWEZNQCLSA-N;MFCD00236831;AKOS024464791;FD21251;AS-49010;CS-0360478;NS00052847;M03397;4-Nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate

Chemical Property of Boc-Cys(Acm)-ONp

Chemical Property:

• Vapor Pressure: 6.54E-17mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 652.6 °C at 760 mmHg
• PKA: 10.36±0.46(Predicted)
• Flash Point: 348.5 °C
• PSA: 164.85000
• Density: 1.291 g/cm³
• LogP: 3.52530
• Storage Temp.: -15°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 413.12567125
• Heavy Atom Count: 28
• Complexity: 566

Purity/Quality:

97% ^*data from raw suppliers

Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCSCC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(=O)NCSC[C@@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• Uses: Boc-cys(acm)-onp is an amino acid derivative and reagent used in the synthesis of zinc bacetrial collagenase. Also used in the synthesis of part of a domain within transmembrane protein gp 41 HIV-1 for antigenic diagnosis of HIV-1.

Technology Process of Boc-Cys(Acm)-ONp

There total 1 articles about Boc-Cys(Acm)-ONp which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-t-butoxycarbonyl-S-acetamidomethyl-L-cysteine (19746-37-3) → Boc-Cys(Acm)-ONp (58651-76-6)

Guidance literature:

Reference yield: 56.0%

(S)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionic acid 4-nitro-phenyl ester (58651-76-6) + C31H43N9O10 → C42H61N11O14S

Guidance literature:

In N,N-dimethyl-formamide; for 3h;

Reference yield:

Boc-Cys(Acm)-ONp (58651-76-6) → H-Cys(Acm)-Ala-Phe-D-Arg-Gln-Val-Cys(Acm)-NHEt

Guidance literature:

Multi-step reaction with 8 steps

1: dimethylformamide; CHCl₃ / 0.25 h / 20 °C

2: TFA / 1 h / 20 °C

3: dimethylformamide / 12 h / 20 °C

4: TFA / 1 h / 20 °C

5: dimethylformamide / 20 h / 20 °C

6: TFA / 1 h / 20 °C

7: pyridine hydrobromide, HOBt, DCC / dimethylformamide / 13 h / -30 - 20 °C

8: TFA / 1 h / 20 °C

With Pyridine hydrobromide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In chloroform; N,N-dimethyl-formamide;

upstream raw materials:

N-t-butoxycarbonyl-S-acetamidomethyl-L-cysteine

Downstream raw materials:

BOC-Cys(ACM)-AzaAla-Phe-OH

Boc-Cys(Acm)-Ala-Phe-Arg-OH

(S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester

Boc-Cys(Acm)-Ala-Phe-Arg-Gln-Val-Cys(Acm)-NHEt