benzyl (2S)-2-[[2-[[[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl]methyl]-3-phenylpropanoyl]amino]-3-phenylpropanoate

Base Information

• Chemical Name: benzyl (2S)-2-[[2-[[[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl]methyl]-3-phenylpropanoyl]amino]-3-phenylpropanoate
• CAS No.: 135949-60-9
• Molecular Formula: C31H38 N2 O3 S3
• Molecular Weight: 582.84
• UNII: QN6UQ885QE
• DSSTox Substance ID: DTXSID60929187
• Wikipedia: RB-101
• Wikidata: Q7275904
• Mol file: 135949-60-9.mol

Synonyms:N-(2-benzyl-3-((2-amino-4-methylthio)butyl dithio)-1-oxopropyl)phenylalanine benzyl ester;RB 101;RB-101;RB101

Chemical Property of benzyl (2S)-2-[[2-[[[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl]methyl]-3-phenylpropanoyl]amino]-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 7.74E-23mmHg at 25°C
• Boiling Point: 757.5°C at 760 mmHg
• PKA: 13.85±0.46(Predicted)
• Flash Point: 411.9°C
• PSA: 160.81000
• Density: 1.21g/cm³
• LogP: 7.31860
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 18
• Exact Mass: 582.20445660
• Heavy Atom Count: 39
• Complexity: 680

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(CSSCC(CC1=CC=CC=C1)C(=O)NC(CC2=CC=CC=C2)C(=O)OCC3=CC=CC=C3)N
• Isomeric SMILES: CSCC[C@@H](CSSCC(CC1=CC=CC=C1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)OCC3=CC=CC=C3)N

Technology Process of benzyl (2S)-2-[[2-[[[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl]methyl]-3-phenylpropanoyl]amino]-3-phenylpropanoate

There total 7 articles about benzyl (2S)-2-[[2-[[[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl]methyl]-3-phenylpropanoyl]amino]-3-phenylpropanoate 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: 72.0%

(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyldisulfanylmethyl)-3-phenyl-propionylamino]-3-phenyl-propionic acid benzyl ester (141437-98-1) → RB 101 (135949-60-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jm00091a016

Reference yield:

((S)-1-Mercaptomethyl-3-methylsulfanyl-propyl)-carbamic acid tert-butyl ester (141437-94-7) → RB 101 (135949-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / CH₃COOH / ethanol / Ambient temperature

2: 65 percent / ethanol / Ambient temperature

3: 72 percent / CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

With acetic acid; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00091a016

Reference yield:

Thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methylsulfanyl-butyl) ester (139429-04-2) → RB 101 (135949-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / 1 M NaOH / ethanol / 3 h / 0 - 20 °C

2: 75 percent / CH₃COOH / ethanol / Ambient temperature

3: 65 percent / ethanol / Ambient temperature

4: 72 percent / CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

With sodium hydroxide; acetic acid; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00091a016

upstream raw materials:

(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyldisulfanylmethyl)-3-phenyl-propionylamino]-3-phenyl-propionic acid benzyl ester

((S)-1-Mercaptomethyl-3-methylsulfanyl-propyl)-carbamic acid tert-butyl ester

Thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methylsulfanyl-butyl) ester

[(S)-3-Methylsulfanyl-1-(pyridin-2-yldisulfanylmethyl)-propyl]-carbamic acid tert-butyl ester

Refernces