methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside
CAS No.:127924-50-9
Molecular Formula:C₂₉H₃₄O₆
Molecular Weight:478.585
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

There total 10 articles about methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside 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: 85.0%

: (2S,3R,4S,5S,6S)-3,4-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran

: 127924-50-9
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Guidance literature:: With zinc tetrafluoroborate; In methanol; dichloromethane; water; at 20 ℃; for 2h;
DOI:10.1081/SCC-200063950

Reference yield: 35.0%

: 139070-96-5
Methyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(methylene)-α-D-xylo-hexopyranoside

: 96026-75-4
Methyl 2,3,6-Tri-O-benzyl-4-C-(methyl)-α-D-glucopyranoside

: 127243-54-3
METHYL 2,3,6-TRI-O-BENZYL-4-DEOXY-4-HYDROXYMETHYL-α-D-GLUCO-PYRANOSIDE

: 127924-50-9
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Guidance literature:: Methyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(methylene)-α-D-xylo-hexopyranoside; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 5h; Inert atmosphere;
DOI:10.1039/b917409e

Reference yield:

: 127924-41-8
(2R,4R,5R,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-dihydro-pyran-3-one

: 127243-54-3,127924-50-9
((2S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: n-BuLi / tetrahydrofuran / 0 °C

2: HF / acetonitrile / Ambient temperature

4: 2.) thexylborane, H₂O₂, NaOH / 1.) THF, o deg C to room temp.; 2.) THF

With sodium hydroxide; n-butyllithium; thexylborane; hydrogen fluoride; dihydrogen peroxide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(00)76178-8