(R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester

Base Information

• Chemical Name: (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester
• CAS No.: 191993-89-2
• Molecular Formula: C₅₁H₅₀N₂O₆S
• Molecular Weight: 819.034
• Mol file: 191993-89-2.mol

Synonyms:

Chemical Property of (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester

There total 2 articles about (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester 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: 8.0%

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (172322-96-2) + N-trityl-β-iodo-α-alanine benzyl ester (181637-41-2) → benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate (67413-25-6) + (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester (191993-89-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 4h; Yield given; Ambient temperature;

DOI:10.1016/S0957-4166(97)00109-2

Reference yield:

(2R,2‘R)-di-tert-butyl 3,3‘-disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate) (139592-37-3) → (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester (191993-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1: PBu₃, H₂O / tetrahydrofuran / 0.25 h / Ambient temperature

2: Cs₂CO₃ / dimethylformamide / 4 h / Ambient temperature

With tributylphosphine; water; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(97)00109-2

Reference yield:

(R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester (191993-89-2) → (R)-3-((R)-2-Amino-2-benzyloxycarbonyl-ethylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Guidance literature:

With triethylamine; trifluoroacetic acid; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00109-2

upstream raw materials:

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate

N-trityl-β-iodo-α-alanine benzyl ester

(2R,2‘R)-di-tert-butyl 3,3‘-disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate)