(6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

Base Information

Chemical Name:(6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose
CAS No.:118377-18-7
Molecular Formula:C₂₂H₂₇NO₆S
Molecular Weight:433.525
Hs Code.:

Synonyms:

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Chemical Property of (6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

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Technology Process of (6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

There total 3 articles about (6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose 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:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 118377-18-7
(6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) n-tetrabutylammonium fluoride / 1.) CH₂Cl₂, room temp., overnight 2.) THF, 1-2 h

2: NaH, n-tetrabutylammonium iodide / tetrahydrofuran / Ambient temperature

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)81646-X

Reference yield:

: 2-[((3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-trimethylsilanyloxy-methyl]-thiazole

: 118377-18-7
(6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1 M tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h

2: 1.) NaH, 2.) tetra-n-butylammonium iodide / 1.) THF, reflux, 20 min, 2.) room temp., overnight

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1021/jo00264a035

Reference yield:

: 100-39-0
benzyl bromide

: 115244-00-3
(6S)-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

: 118377-18-7
(6S)-6-O-benzyl-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-α-D-galacto-hexo-1,5-pyranose

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; Yield given. Multistep reaction; 1.) THF, reflux, 20 min, 2.) room temp., overnight;
DOI:10.1021/jo00264a035