4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

Base Information

Chemical Name:4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam
CAS No.:577978-36-0
Molecular Formula:C₂₆H₂₅F₂NO₃
Molecular Weight:437.486
Hs Code.:

Synonyms:4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

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Chemical Property of 4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

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Technology Process of 4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

There total 3 articles about 4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam 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:

: 577978-37-1
ethyl 4-amino-4-N,N-dibenzyl-5-O-tert-butyldimethylsilyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentanoate

: 577978-36-0
4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C / ethanol / 1 h

2: 25 percent aq. TFA / 3 h

3: 0.50 g / NaH / tetrahydrofuran; dimethylformamide / 16 h / 20 °C

With hydrogen; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030145r

Reference yield:

: 100-39-0
benzyl bromide

: (3R,4R)-4-Amino-2,2-difluoro-3,5-dihydroxy-pentanoic acid ethyl ester

: 577978-36-0
4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jm030145r

Reference yield:

: (3R,4R)-4-Amino-5-(tert-butyl-dimethyl-silanyloxy)-2,2-difluoro-3-hydroxy-pentanoic acid ethyl ester

: 577978-36-0
4-amino-4-N-benzyl-3,5-di-O-benzyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentonolactam

Guidance literature:: Multi-step reaction with 2 steps

1: 25 percent aq. TFA / 3 h

2: 0.50 g / NaH / tetrahydrofuran; dimethylformamide / 16 h / 20 °C

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm030145r