N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline

Base Information

• Chemical Name: N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline
• CAS No.: 268219-98-3
• Molecular Formula: C₄₆H₄₆N₂O₅S
• Molecular Weight: 738.948
• Mol file: 268219-98-3.mol

Synonyms:N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline

Chemical Property of N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline

There total 3 articles about N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline 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: 96.0%

N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline allyl ester → N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline (268219-98-3)

Guidance literature:

With (PdPh₃)2Cl₂; tri-n-butyl-tin hydride; In dichloromethane; at 25 ℃;

DOI:10.1021/jm990090m

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4) → N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline (268219-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / BOP-Cl; DIEA / CH₂Cl₂ / 12 h / 0 - 4 °C

2: 96 percent / Bu₃SnH; (PdPh₃)2Cl₂ / CH₂Cl₂ / 25 °C

With (PdPh₃)2Cl₂; tri-n-butyl-tin hydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Acylation / 2: Hydrogenolysis;

DOI:10.1021/jm990090m

Reference yield:

(2S,5R)-5-tert-butylproline allyl ester hydrochloride → N-Fmoc-S-trityl-L-cysteinyl-(2S,5R)-5-tert-butylproline (268219-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / BOP-Cl; DIEA / CH₂Cl₂ / 12 h / 0 - 4 °C

2: 96 percent / Bu₃SnH; (PdPh₃)2Cl₂ / CH₂Cl₂ / 25 °C

With (PdPh₃)2Cl₂; tri-n-butyl-tin hydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Acylation / 2: Hydrogenolysis;

DOI:10.1021/jm990090m

upstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine