(S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester
• CAS No.: 103372-22-1
• Molecular Formula: C₄₂H₆₀N₆O₁₀S
• Molecular Weight: 841.039

Synonyms:

Chemical Property of (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

Chemical Property:

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Safty Information:

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Useful:

Technology Process of (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

There total 4 articles about (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-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:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (103372-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DCC, 1-HOBt*H₂O, triethylamine / CH₂Cl₂ / 2 h

2: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

3: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00398a029

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (103372-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DCC, 1-HOBt*H₂O, triethylamine / CH₂Cl₂ / 2 h

2: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

3: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00398a029

Reference yield:

(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate (97641-59-3) → (S)-2-[(2S,3S)-2-((3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (103372-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

2: 1.) trifluoroacetic acid, 2.) DCC, 1-HOBt*H₂O / 1.) CH₂Cl₂, 30 min

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid;

DOI:10.1021/jm00398a029

upstream raw materials:

(S)-2-[(2S,3S)-2-((3S,4S)-4-tert-Butoxycarbonylamino-3-hydroxy-6-methyl-heptanoylamino)-3-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

Boc-His(Tos)-OH

N-(tert-butyloxycarbonyl)-L-isoleucine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

C₄₉H₇₁N₇O₁₀

C₅₆H₇₇N₇O₁₂S

C₆₁H₈₁N₉O₁₂

C₅₈H₇₅N₉O₁₁

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