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

Base Information

Chemical Name:ethyl 4-amino-4-N,N-dibenzyl-5-O-tert-butyldimethylsilyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentanoate
CAS No.:577978-37-1
Molecular Formula:C₂₇H₃₉F₂NO₄Si
Molecular Weight:507.693
Hs Code.:

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

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Chemical Property of ethyl 4-amino-4-N,N-dibenzyl-5-O-tert-butyldimethylsilyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentanoate

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Technology Process of ethyl 4-amino-4-N,N-dibenzyl-5-O-tert-butyldimethylsilyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentanoate

There total 1 articles about ethyl 4-amino-4-N,N-dibenzyl-5-O-tert-butyldimethylsilyl-2,4-dideoxy-2,2-difluoro-D-erythro-pentanoate 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:

: 667-27-6
Ethyl bromodifluoroacetate

: 188840-00-8
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionaldehyde

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

Guidance literature:: With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/jm030145r

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:

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

: 577978-39-3
7-(1-benzyl-4-benzyloxy-5-benzyloxymethyl-3,3-difluoro-pyrrolidin-2-yl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: 25 percent aq. TFA / 3 h

3.1: 0.50 g / NaH / tetrahydrofuran; dimethylformamide / 16 h / 20 °C

4.1: anisole; BuLi / diethyl ether / 0.17 h / -70 °C

4.2: diethyl ether / 0.5 h / -40 °C

5.1: 0.261 g / AcOH; sodium cyanoborohydride / methanol / 1 h

With n-butyllithium; hydrogen; sodium hydride; sodium cyanoborohydride; acetic acid; methoxybenzene; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030145r