(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

Base Information

Chemical Name:(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside
CAS No.:137897-29-1
Molecular Formula:C₃₃H₃₈O₁₀
Molecular Weight:594.659
Hs Code.:

Synonyms:(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

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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 (Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

Chemical Property:

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Technology Process of (Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

There total 6 articles about (Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside 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:

: 108-24-7
acetic anhydride

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

: 137897-29-1
(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: With potassium carbonate; In acetonitrile; at 80 ℃; for 8h; Yield given;
DOI:10.1021/ja00026a043

Reference yield:

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

: 137897-29-1
(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

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

2: 5.40 g / Et₃N; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 3 h / Heating

With pyridine; dmap; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dimethyl sulfoxide; 1,2-dichloro-ethane; benzene;
DOI:10.1021/jo001575h

Reference yield:

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

: 137897-29-1
(Z)-methyl 6-O-acetyl-2,3,4-tri-O-methoxybenzyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 5percent H₂SO₄-MeOH / acetone / 0.5 h / Ambient temperature

2: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / -78 - 20 °C

3: K₂CO₃ / acetonitrile / 8 h / 80 °C

With oxalyl dichloride; sulfuric acid; potassium carbonate; dimethyl sulfoxide; triethylamine; In dichloromethane; acetone; acetonitrile;
DOI:10.1021/ja00026a043