methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Base Information

Chemical Name:methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal
CAS No.:869544-06-9
Molecular Formula:C₁₆H₂₁BrO₆
Molecular Weight:389.243
Hs Code.:

Synonyms:methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

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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 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

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Technology Process of methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

There total 5 articles about methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal 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: 32.0%

: 67-56-1
methanol

: 130781-44-1
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hexopyranosid-3-ulose

: 149-73-5
trimethyl orthoformate

: 869544-08-1
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-β-D-erythro-hex-3-ulopyranoside dimethyl ketal

: 869544-06-9
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Guidance literature:: With toluene-4-sulfonic acid; for 24h; Heating;
DOI:10.1016/j.carres.2005.08.008

Reference yield:

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 869544-06-9
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / NBS; AIBN; BaCO₃ / CCl₄ / 3.5 h / Heating

2: 32 percent / p-toluenesulfonic acid / 24 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); toluene-4-sulfonic acid; barium carbonate; In tetrachloromethane;
DOI:10.1016/j.carres.2005.08.008

Reference yield:

: 194149-26-3
methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

: 869544-06-9
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-erythro-hex-3-ulopyranoside dimethyl ketal

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -40 °C

2: 54 percent / NBS; AIBN; BaCO₃ / CCl₄ / 3.5 h / Heating

3: 32 percent / p-toluenesulfonic acid / 24 h / Heating

With N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); toluene-4-sulfonic acid; barium carbonate; In tetrahydrofuran; tetrachloromethane; hexane;
DOI:10.1016/j.carres.2005.08.008