N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide

Base Information

• Chemical Name: N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide
• CAS No.: 774226-74-3
• Molecular Formula: C₂₉H₄₅N₃O₄
• Molecular Weight: 499.694

Synonyms:N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide

Chemical Property of N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide

Chemical Property:

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Technology Process of N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide

There total 3 articles about N^α-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide 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: 88.0%

2R-[(N-benzyloxy-N-formylamino)methyl]-6-heptenoic acid (596111-53-4) + N-(6-hepten-1-yl)-L-tert-leucinamide (774226-69-6) → Nα-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide (774226-74-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1021/jm049592c

Reference yield:

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) → Nα-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide (774226-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / triethylamine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 2 h

2: 94 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h

3: 88 percent / triethylamine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm049592c

Reference yield:

(1-hept-6-enylcarbamoyl-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester (849214-60-4) → Nα-{[(2R-N-benzyloxy-N-formylamino)methyl]-6-heptenoyl}-N-(6-hepten-1-yl)-L-tert-leucinamide (774226-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h

2: 88 percent / triethylamine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm049592c

upstream raw materials:

2R-[(N-benzyloxy-N-formylamino)methyl]-6-heptenoic acid

N-(6-hepten-1-yl)-L-tert-leucinamide

N-tert-butyloxycarbonyl-L-tert-leucine

(1-hept-6-enylcarbamoyl-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Downstream raw materials:

N-(3-tert-butyl-2,5-dioxo-1,4-diazacyclohexadec-10-en-6-yl)methyl-N-benzyloxyformamide

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