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

Base Information

• Chemical Name: (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine
• CAS No.: 166169-42-2
• Molecular Formula: C₄₀H₄₆N₂O₆S
• Molecular Weight: 682.881
• Mol file: 166169-42-2.mol

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

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

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

There total 4 articles about (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine 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: 100.0%

(R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine methyl ester (166169-41-1) → (R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine (166169-42-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; for 16h; Ambient temperature;

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 (166169-42-2)

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / 2 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

With lithium hydroxide; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; 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 (166169-42-2)

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / 2 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

With lithium hydroxide; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm950642a

upstream raw materials:

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

L-valine methylester hydrochloride

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

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

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