methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

Base Information

Chemical Name:methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate
CAS No.:168102-91-8
Molecular Formula:C₁₈H₂₄O₇
Molecular Weight:352.384
Hs Code.:

Synonyms:methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

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Chemical Property of methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

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Technology Process of methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

There total 5 articles about methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate 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:

: 114738-04-4
(3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

: 168102-91-8
methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

2: 76 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

3: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

4: 1.) BuLi, 2.) NBS / 1.) THF, -78 deg C, 45 min; 2.) CH₂Cl₂, -78 deg to RT

With N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(94)00978-4

Reference yield:

: 100-44-7
benzyl chloride

: 168102-91-8
methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

2: 76 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

3: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

4: 1.) BuLi, 2.) NBS / 1.) THF, -78 deg C, 45 min; 2.) CH₂Cl₂, -78 deg to RT

With N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(94)00978-4

Reference yield:

: 19139-80-1,34370-91-7,68354-70-1,70798-12-8,59358-33-7
((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 168102-91-8
methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-L-galacto-heptofuranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

2: 1.) BuLi, 2.) NBS / 1.) THF, -78 deg C, 45 min; 2.) CH₂Cl₂, -78 deg to RT

With N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane;
DOI:10.1016/0040-4020(94)00978-4