(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde
CAS No.:137897-35-9
Molecular Formula:C₃₁H₃₆O₉
Molecular Weight:552.621
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

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Chemical Property of (2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

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Technology Process of (2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

There total 7 articles about (2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde 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:

: 137915-48-1
methyl 2,3,4,-tri-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 137897-35-9
(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ja00026a043

Reference yield:

: 137897-37-1
methyl 2,3,4-tri-O-(p-methoxyphenylmethyl)-6-O-trimethylphenyl-1-α-D-glucopyranoside

: 137897-35-9
(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: cc H₂SO₄, MeOH

2: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂

With methanol; oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)79286-0

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 137897-35-9
(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 78.8 percent / NaH / dimethylformamide; tetrahydrofuran / 0.5 h / 90 °C

2: 63.9 percent / sodium cyanoborohydride; molecular sieves 3 Angstroem; trimethylsilyl chloride / acetonitrile / 0.5 h / -20 °C

3: pyridine; trifluoroacetic acid; N,N-dicyclohexylcarbodiimide / benzene; dimethylsulfoxide / 24 h / 20 °C

With pyridine; chloro-trimethyl-silane; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo001575h