(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester

Base Information

• Chemical Name: (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester
• CAS No.: 125786-77-8
• Molecular Formula: C₃₄H₃₄NO₇PS₂
• Molecular Weight: 663.752
• Mol file: 125786-77-8.mol

Synonyms:(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester

Chemical Property of (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester

There total 1 articles about (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl 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: 76.0%

cyclohexylammonium S,S-diphenyl phosphorodithioate (67941-87-1) + Boc-Tyr-OPac (120219-33-2) → (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester (125786-77-8)

Guidance literature:

With 1H-tetrazole; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In pyridine; for 50h;

DOI:10.1016/S0040-4039(01)93727-X

Reference yield:

(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester (125786-77-8) → (S)-2-Amino-3-[4-(bis-phenylsulfanyl-phosphoryloxy)-phenyl]-propionic acid 2-oxo-2-phenyl-ethyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h;

DOI:10.1016/S0040-4039(01)93727-X

Reference yield:

(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester (125786-77-8) → C31H31Cl3N2O9PS(1-) (125786-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl (4 M) / dioxane / 2 h

2: N-methylmorphorine, DCC, HOBT / CH₂Cl₂ / 1.) 0 deg C, 1 h; 2.) room temp. 2 h

3: 80 percent / H₃PO₂ / triethylamine; pyridine / 2.5 h

With 4-methyl-morpholine; hydrogenchloride; hypophosphorous acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; pyridine; dichloromethane; triethylamine;

DOI:10.1016/S0040-4039(01)93727-X

upstream raw materials:

cyclohexylammonium S,S-diphenyl phosphorodithioate

Boc-Tyr-OPac

Downstream raw materials:

C₃₁H₃₁Cl₃N₂O₉PS^(1-)

(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-[(S)-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-propionylamino]-propionic acid 2-oxo-2-phenyl-ethyl ester