2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:857657-62-6
Molecular Formula:C₃₈H₄₃BrO₅S
Molecular Weight:691.726
Hs Code.:

Synonyms:2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of 2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of 2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

There total 7 articles about 2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 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: 70.0%

: 857657-59-1
2-hydroxy-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

: 857657-62-6
2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; phosphorus tribromide; In chloroform; at 0 - 20 ℃; for 6h;
DOI:10.1135/cccc20041843

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 857657-62-6
2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / CF₃COOH / CH₂Cl₂ / 0.33 h

2.1: NaOMe / methanol / pH 10 - 11

3.1: NaH / dimethylformamide / 0.5 h / cooling

3.2: 28.3 g / dimethylformamide / 20 °C

4.1: 86 percent / CF₃COOH; Et₃SiH / CH₂Cl₂ / 0.17 h

5.1: 71 percent / aq. K₂CO₃ / acetone

6.1: 70 percent / PBr₃; 4 Angstroem molecular sieves / CHCl₃ / 6 h / 0 - 20 °C

With triethylsilane; 4 A molecular sieve; sodium methylate; phosphorus tribromide; sodium hydride; potassium carbonate; trifluoroacetic acid; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1135/cccc20041843

Reference yield:

: 72174-24-4,53269-97-9
(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol

: 857657-62-6
2-bromo-2-methylpropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / aq. K₂CO₃ / acetone

2: 70 percent / PBr₃; 4 Angstroem molecular sieves / CHCl₃ / 6 h / 0 - 20 °C

With 4 A molecular sieve; phosphorus tribromide; potassium carbonate; In chloroform; acetone;
DOI:10.1135/cccc20041843