methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

Base Information

Chemical Name:methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate
CAS No.:497227-02-8
Molecular Formula:C₃₀H₃₄O₇
Molecular Weight:506.596
Hs Code.:

Synonyms:

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Chemical Property of methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

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Technology Process of methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

There total 5 articles about methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate 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:

: (2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-(2-oxo-ethyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 497227-02-8
methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 20h;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q

Reference yield:

: 82614-11-7
[(2R,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(prop-2-en-1-yl)oxan-2-yl]methanol

: 497227-02-8
methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

Guidance literature:: Multi-step reaction with 4 steps

1: Jones reagent / acetone / 48 h / 20 °C

2: NaHCO₃ / dimethylformamide / 20 °C

3: OsO₄; NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 20 h / 20 °C

4: NaBH₄ / methanol / 20 h / 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; jones reagent; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q

Reference yield:

: 194410-26-9
3-(6'-O-acetyl-2',3',4'-tri-O-benzyl-α-D-glucopyranosyl)-1-propene

: 497227-02-8
methyl 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-D-glycero-L-glucoocturonate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NaOMe / methanol / 20 °C

2: Jones reagent / acetone / 48 h / 20 °C

3: NaHCO₃ / dimethylformamide / 20 °C

4: OsO₄; NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 20 h / 20 °C

5: NaBH₄ / methanol / 20 h / 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; jones reagent; sodium methylate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q