{(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
• CAS No.: 160235-09-6
• Molecular Formula: C₂₁H₃₃N₃O₅
• Molecular Weight: 407.51

Synonyms:{(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Chemical Property of {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

There total 4 articles about {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl 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:

t-Boc-L-valine (13734-41-3) + 2-amino-N-methoxy-N-methyl-3-phenyl-propionamide; hydrochloride → {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (160235-09-6)

Guidance literature:

With sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 25 ℃;

DOI:10.1016/S0040-4039(01)01502-7

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (160235-09-6)

Guidance literature:

Multi-step reaction with 3 steps

2: CF₃COOH, Et₃SiH

3: diethyl phosphorocyanidate, iPr₂EtN / CH₂Cl₂

With triethylsilane; diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)76862-6

Reference yield:

Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9) → {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (160235-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃COOH, Et₃SiH

2: diethyl phosphorocyanidate, iPr₂EtN / CH₂Cl₂

With triethylsilane; diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)76862-6

upstream raw materials:

t-Boc-L-valine

(S)-2-amino-N-methoxy-N-methyl-3-phenylpropanamide

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Phe-OH N,O-dimethyl hydroxamate

Downstream raw materials:

tert-butyl ((S)-3-methyl-1-oxo-1-(((S)-1-oxo-3-phenylpropan-2-yl)amino)butan-2-yl)carbamate

(2'S,4S,5S)-5-<2'-(tert-butoxycarbonylamino)-3'-methyl-N-butanamido>-4-hydroxy-2-methylene-6-phenyl-hexanoic acid ethyl ester

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