4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

Base Information

Chemical Name:4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol
CAS No.:203253-87-6
Molecular Formula:C₃₅H₃₅NO₇
Molecular Weight:581.665
Hs Code.:

Synonyms:4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

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Chemical Property of 4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

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Technology Process of 4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

There total 5 articles about 4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol 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: 87.0%

: 203253-86-5
(2R,3S,4R,5S)-3-Benzoyloxy-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidine-1-carboxylic acid benzyl ester

: 203253-87-6
4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 43h; Ambient temperature;
DOI:10.1080/07328309808005772

Reference yield:

: 161045-53-0
N-benzyloxycarbonyl-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-1,5-dideoxy-1,5-imino-D-gulcitol

: 203253-87-6
4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

Guidance literature:: Multi-step reaction with 3 steps

1: 120 mg / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

2: 60 percent / HMPA / 7 h / 65 - 70 °C

3: 87 percent / AcOH, TBAF / tetrahydrofuran / 43 h / Ambient temperature

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1080/07328309808005772

Reference yield:

: 532-32-1
sodium benzoate

: 203253-87-6
4-O-benzoyl-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-galactitol

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / HMPA / 16 h / 120 °C

2: 87 percent / AcOH, TBAF / tetrahydrofuran / 43 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1080/07328309808005772