(S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester
• CAS No.: 218966-06-4
• Molecular Formula: C₃₃H₄₀N₄O₇
• Molecular Weight: 604.703

Synonyms:(S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester

Chemical Property of (S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester

There total 2 articles about (S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl 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: 41.0%

2,4-dibenzyloxybenzaldehyde (13246-46-3) + (S)-2-amino-Nα-(tert-butyloxycarbonyl)-6-(6'-aminopyrimidine-2',4'-dion-N-yl)hexanoic acid tert-butyl ester (218966-05-3) → (S)-2-amino-Nα-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester (218966-06-4)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 12h;

DOI:10.1021/jo980643l

Reference yield:

tert-butyl N-tert-butyloxycarbonyl-L-lysinate (7750-42-7) → (S)-2-amino-Nα-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester (218966-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / butan-1-ol / 5 h / 80 °C

2: 41 percent / dimethylformamide / 12 h / 120 °C

In N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo980643l

Reference yield: 95.0%

trifluoroacetic acid (76-05-1) + (S)-2-amino-Nα-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester (218966-06-4) → (S)-2-amino-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid trifluoroacetate

Guidance literature:

With trifluoroacetic acid; In water; for 3h; Ambient temperature;

DOI:10.1021/jo980643l

upstream raw materials:

2,4-dibenzyloxybenzaldehyde

(S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(6'-aminopyrimidine-2',4'-dion-N-yl)hexanoic acid tert-butyl ester

tert-butyl N-tert-butyloxycarbonyl-L-lysinate

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