(benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide

Base Information

• Chemical Name: (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide
• CAS No.: 92762-91-9
• Molecular Formula: C₅₅H₇₃N₉O₁₄S
• Molecular Weight: 1116.3

Synonyms:(benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide

Chemical Property of (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide

Chemical Property:

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Technology Process of (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide

There total 8 articles about (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide 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:

Fmoc-Trp-OH (35737-15-6) → (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide (92762-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphoate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

2: diethylamine / dimethylformamide / 2 h

3: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00378a012

Reference yield:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1) → (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide (92762-91-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

2: diethylamine / dimethylformamide / 2 h / Ambient temperature

3: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphoate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

4: diethylamine / dimethylformamide / 2 h

5: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00378a012

Reference yield:

β-tert-butyl-L-aspartic acid amide hydrochloride (92786-68-0) → (benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryprophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide (92762-91-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

2: diethylamine / dimethylformamide / 2 h / Ambient temperature

3: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphoate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

4: diethylamine / dimethylformamide / 2 h

5: <(benzotriazolyl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / Ambient temperature

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00378a012

upstream raw materials:

(benzyloxycarbonyl)-γ-tert-butyl-L-glutamyl-L-alanyl-L-tyrosyl-glycine

(S)-3-{(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-succinamic acid tert-butyl ester

Fmoc-Trp-OH

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

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