3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester

Base Information

• Chemical Name: 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester
• CAS No.: 479207-61-9
• Molecular Formula: C₄₇H₅₅N₃O₈S
• Molecular Weight: 822.035

Synonyms:

Chemical Property of 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester

There total 5 articles about 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl 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:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester (479207-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / EDC; HOBT; DIPEA / dimethylformamide / 16 h

2: 94 percent / H₂ / 10 percent Pd/C / methanol / 0.5 h

3: 80 percent / EDC; HOBT / tetrahydrofuran

4: EDC; DMAP / CH₂Cl₂

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00227-5

Reference yield:

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester (15149-72-1) → 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester (479207-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / 10 percent Pd/C / methanol / 0.5 h

2: 80 percent / EDC; HOBT / tetrahydrofuran

3: EDC; DMAP / CH₂Cl₂

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0960-894X(02)00227-5

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → 3-Methyl-but-2-enoic acid 4-{(S)-2-[(S)-2-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-2-methoxycarbonyl-ethyl}-phenyl ester (479207-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / EDC; HOBT; DIPEA / dimethylformamide / 16 h

2: 94 percent / H₂ / 10 percent Pd/C / methanol / 0.5 h

3: 80 percent / EDC; HOBT / tetrahydrofuran

4: EDC; DMAP / CH₂Cl₂

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00227-5

upstream raw materials:

3-Methylbutenoic acid

(S)-2-[(S)-2-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-butyrylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester

(S)-N-(benzyloxycarbonyl)valine

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester

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