(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate
CAS No.:1410935-64-6
Molecular Formula:C₃₁H₄₀O₆S
Molecular Weight:540.721
Hs Code.:

Synonyms:(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

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Chemical Property of (2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

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Technology Process of (2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

There total 8 articles about (2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate 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: 92.0%

: 928840-58-8
(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-2,4,6-trimethylheptane-1,3-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1410935-64-6
(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

Guidance literature:: (2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-2,4,6-trimethylheptane-1,3-diol; With di(n-butyl)tin oxide; triethylamine; In dichloromethane; for 0.25h; Inert atmosphere;

p-toluenesulfonyl chloride; at 0 ℃;
DOI:10.1055/s-0032-1316561

Reference yield:

: 1410935-60-2
(4R,5R)-4-[(2R,3R,4R)-3,5-bis(benzyloxy)-4-methylpentan-2-yl]-2,2,5-trimethyl-1,3-dioxane

: 1410935-64-6
(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: camphor-10-sulfonic acid / methanol / 3 h / 20 °C / Inert atmosphere

2.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0.25 h / Inert atmosphere

2.2: 0 °C

With camphor-10-sulfonic acid; di(n-butyl)tin oxide; triethylamine; In methanol; dichloromethane;
DOI:10.1055/s-0032-1316561

Reference yield:

: (2R,3R,4S,5R,6R)-5-(benzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

: 1410935-64-6
(2R,3R,4S,5R,6R)-5,7-bis(benzyloxy)-3-hydroxy-2,4,6-trimethyl-heptyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: camphor-10-sulfonic acid / dichloromethane / 5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / Inert atmosphere; Cooling with ice

2.2: 3 h / Reflux; Inert atmosphere

3.1: camphor-10-sulfonic acid / methanol / 3 h / 20 °C / Inert atmosphere

4.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0.25 h / Inert atmosphere

4.2: 0 °C

With camphor-10-sulfonic acid; sodium hydride; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1055/s-0032-1316561