(R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester

Base Information

• Chemical Name: (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester
• CAS No.: 166169-41-1
• Molecular Formula: C₄₁H₄₈N₂O₆S
• Molecular Weight: 696.908
• Mol file: 166169-41-1.mol

Synonyms:(R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester

Chemical Property of (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester

There total 3 articles about (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine 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: 92.0%

benzyl chloroformate (501-53-1,94274-21-2) + N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-L-valine methyl ester (166169-40-0) → (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester (166169-41-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/jm950642a

Reference yield:

L-valine methylester hydrochloride (6306-52-1) → (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester (166169-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) acetic acid, 2.) NaBH₃CN / 1.) MeOH, RT, 30 min, 2.) MeOH, THF, RT, 2 h

2: 92 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

With sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm950642a

Reference yield:

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal (149910-63-4) → (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester (166169-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) acetic acid, 2.) NaBH₃CN / 1.) MeOH, RT, 30 min, 2.) MeOH, THF, RT, 2 h

2: 92 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

With sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm950642a

upstream raw materials:

benzyl chloroformate

N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-L-valine methyl ester

L-valine methylester hydrochloride

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal

Downstream raw materials:

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-methanesulfonyl-butyric acid

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-carbamoyl-butyric acid methyl ester