{(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester

Base Information

• Chemical Name: {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester
• CAS No.: 122899-92-7
• Molecular Formula: C₂₂H₃₆N₃O₇P
• Molecular Weight: 485.517

Synonyms:{(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester

Chemical Property of {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester

Chemical Property:

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Technology Process of {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester

There total 2 articles about {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl 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:

L-isoleucine benzyl ester hydrochloride (103310-88-9) → {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester (122899-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -15 - 20 °C

2: 96 percent / H₂ / 10percent Pd/C / methanol / 760 Torr

3: 1-hydroxybenzotriazole, DCC / dimethylformamide / 10 h / 4 °C

With 2,6-dimethylpyridine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a044

Reference yield:

N-(diethylphosphoryl)-L-isoleucine (122899-90-5) + H-Ala-Gly-OBzl (66285-47-0) → {(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester (122899-92-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 10h;

DOI:10.1021/jm00163a044

Reference yield:

{(S)-2-[(2S,3S)-2-(Diethoxy-phosphorylamino)-3-methyl-pentanoylamino]-propionylamino}-acetic acid benzyl ester (122899-92-7) → N-(diethylphosphoryl)-L-isoleucyl-L-alanylglycyl-5-benzyl-L-glutamyl-NG-nitro-L-arginylglycine benzyl ester (122900-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 1 h / 760 Torr

2: 1.) HOBt, DCC, 2.) Et₃N / 1.) DMF, 0 deg C, 2.) overnight

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00163a044

upstream raw materials:

N-(diethylphosphoryl)-L-isoleucine

H-Ala-Gly-OBzl

L-isoleucine benzyl ester hydrochloride

Downstream raw materials:

N-(diethylphosphoryl)-L-isoleucyl-L-alanylglycyl-5-benzyl-L-glutamyl-N^G-nitro-L-arginylglycine benzyl ester

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