(S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
• CAS No.: 145396-88-9
• Molecular Formula: C₃₉H₅₅N₅O₁₀Si
• Molecular Weight: 781.979

Synonyms:

Chemical Property of (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

There total 6 articles about (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl 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:

H-Val-Gly-OTMSE (145396-95-8) + (S)-3-[1-(Benzyloxycarbonylamino-carboxy-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-87-8,145396-94-7) → (S)-3-[1-((S)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-88-9,145511-88-2) + (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-88-9,145511-88-2)

Guidance literature:

With diphenylphosphoranyl azide; In N,N-dimethyl-formamide; at 4 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1039/c39920001353

Reference yield:

H-Val-Gly-OTMSE (145396-95-8) + (S)-3-[1-(Benzyloxycarbonylamino-carboxy-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-87-8,145396-94-7) → (S)-3-[1-((S)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-88-9,145511-88-2) + (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-88-9,145511-88-2)

Guidance literature:

With diphenylphosphoranyl azide; In N,N-dimethyl-formamide; at 4 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1039/c39920001353

Reference yield:

O-benzyl carbamate (621-84-1) → (S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (145396-88-9,145511-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 12 h

2: diphenylphosphoryl azide (DPPA) / dimethylformamide / 48 h / 4 °C

With diphenylphosphoranyl azide; pyridinium p-toluenesulfonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c39920001353

upstream raw materials:

H-Val-Gly-OTMSE

(S)-3-[1-(Benzyloxycarbonylamino-carboxy-methyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

O-benzyl carbamate

methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

Downstream raw materials:

(S)-3-[1-((S)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propionylamino)-propionic acid methyl ester

(S)-3-(1-{(S)-Benzyloxycarbonylamino-[(S)-2-methyl-1-(pentafluorophenyloxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-methyl}-1H-indol-3-yl)-2-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propionylamino)-propionic acid methyl ester

(S)-3-[1-((R)-Benzyloxycarbonylamino-{(S)-2-methyl-1-[(2-trimethylsilanyl-ethoxycarbonylmethyl)-carbamoyl]-propylcarbamoyl}-methyl)-1H-indol-3-yl]-2-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propionylamino)-propionic acid methyl ester

(S)-3-(1-{(R)-Benzyloxycarbonylamino-[(S)-2-methyl-1-(pentafluorophenyloxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-methyl}-1H-indol-3-yl)-2-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propionylamino)-propionic acid methyl ester

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