(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

Base Information

Chemical Name:(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside
CAS No.:1315205-72-1
Molecular Formula:C₆₉H₇₈O₁₇
Molecular Weight:1179.37
Hs Code.:

(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

Synonyms:(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

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Chemical Property of (3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

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Technology Process of (3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

There total 1 articles about (3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside 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: 99.0%

: C₆₉H₈₀O₁₇

: 1315205-72-1
(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

Guidance literature:: C₆₉H₈₀O₁₇; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.666667h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2011.04.048

Reference yield: 46.0%

: 1315205-72-1
(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

: 1826-67-1
vinyl magnesium bromide

: 1315205-74-3
(3R,4S,5S,6R)-6-hydroxy-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)octa-1,7-dien-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

: 1315206-12-2
(3R,4S,5S,6S)-6-hydroxy-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)octa-1,7-dien-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

Guidance literature:: (3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside; vinyl magnesium bromide; In tetrahydrofuran; at -15 ℃; for 0.166667h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;
DOI:10.1016/j.bmc.2011.04.048

Reference yield:

: 1315205-72-1
(3R,4S,5R)-4,5-bis(4-methoxybenzyloxy)-2-((4-methoxybenzyloxy)methyl)-6-oxohex-1-en-3-yl 2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranoside

: 1315206-14-4
[2,3,4,6-O-tetrakis-(4-methoxyphenylmethyl)-β-D-glucopyranosyl]-(1->4)-β-2,3,6-tris-O-(4-methoxyphenylmethyl)-Δ(5,5a)carbaglucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.17 h / -15 °C / Inert atmosphere

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 0.17 h / 80 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; toluene;
DOI:10.1016/j.bmc.2011.04.048