methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside
CAS No.:149827-64-5
Molecular Formula:C₁₆H₁₈BrN₃O₅S
Molecular Weight:444.306
Hs Code.:

Synonyms:methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

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Technology Process of methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

There total 1 articles about methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-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: 82.0%

: 146934-30-7
Methyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

: 598-21-0
2-Bromoacetyl bromide

: 149827-64-5
methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 0 - 25 ℃; for 0.5h;
DOI:10.1016/0008-6215(94)80035-9

Reference yield: 90.0%

: 149827-64-5
methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

: 149827-66-7
2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-β-D-glucopyranosyl chloride

Guidance literature:: With chlorine; In tetrachloromethane; dichloromethane; for 0.333333h;
DOI:10.1016/0008-6215(94)80035-9

Reference yield:

: 149827-64-5
methyl 2-azido-4,6-O-benzylidene-3-O-bromoacetyl-2-deoxy-1-thio-α-D-glucopyranoside

: 160529-61-3
methyl O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1<*>3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1<*>3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Cl₂ / CH₂Cl₂; CCl₄ / 0.33 h

2: 53 percent / 2,6-di-tert-butyl-4-methylpyridine, 4A molecular sieves, AgOTf / CH₂Cl₂ / 1 h

3: 92 percent / thiourea / CH₂Cl₂; methanol / 1 h / 25 °C

4: 79 percent / NiCl₂*6H₂O, H₃BO₃, NaBH₄ / 1,2-dimethoxy-ethane; ethanol / 25 °C

5: 86 percent / methanol / 0.17 h

With sodium tetrahydroborate; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; boric acid; chlorine; thiourea; nickel dichloride; In methanol; tetrachloromethane; 1,2-dimethoxyethane; ethanol; dichloromethane;
DOI:10.1016/0008-6215(94)80035-9