D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

Base Information

Chemical Name:D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane
CAS No.:314754-11-5
Molecular Formula:C₅₄H₅₇BrO₆S
Molecular Weight:914.013
Hs Code.:

Synonyms:D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

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Chemical Property of D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

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Technology Process of D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

There total 4 articles about D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane 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: 84.0%

: 314754-46-6
D,L-erythro-1-hydroxy-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

: 314754-11-5
D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

Guidance literature:: With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 10368-44-2,78684-69-2
trans-2-bromo-1-indanol

: 314754-11-5
D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 0.67 h / 20 °C

1.2: 87 percent / NaH; 15-crown-5 / dimethylformamide / 2 h / 20 °C

2.1: 84 percent / NaH; 15-crown-5 / dimethylformamide

With 15-crown-5; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; 1.1: Deacetylation / 1.2: Etherification / 2.1: Etherification;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: (3R,4S,5R,6R)-3,4,5-Tris-(3-methyl-benzyloxy)-6-(3-methyl-benzyloxymethyl)-tetrahydro-pyran-2-ol

: 314754-11-5
D,L-erythro-1-(2-bromobenzyloxy)-2-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosylthio]indane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / SOCl₂ / dimethylformamide / 2 h / 20 °C

2.1: NaOMe / methanol / 0.67 h / 20 °C

2.2: 87 percent / NaH; 15-crown-5 / dimethylformamide / 2 h / 20 °C

3.1: 84 percent / NaH; 15-crown-5 / dimethylformamide

With thionyl chloride; 15-crown-5; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Deacetylation / 2.2: Etherification / 3.1: Etherification;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g