(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Base Information

Chemical Name:(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester
CAS No.:187227-25-4
Molecular Formula:C₁₈H₂₄O₈S
Molecular Weight:400.45
Hs Code.:

Synonyms:(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

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Chemical Property of (3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

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Technology Process of (3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

There total 2 articles about (3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 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%

: 97373-88-1
methyl (1R,3R,4S,5R)-1,5-dihydroxy-3,4-(isopropylidenedioxy)cyclohexane-1-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 187227-25-4
(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Guidance literature:: With dmap; In pyridine; for 72h; Ambient temperature;
DOI:10.1021/ja963036t

Reference yield:

: 32384-42-2
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone

: 187227-25-4
(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 3 h / 20 °C

2: dmap; pyridine / 72 h / 20 °C

With pyridine; dmap; In methanol;

Reference yield: 54.0%

: 187227-25-4
(3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: C₁₅H₂₀O₇S

Guidance literature:: (3aR,5S,7R,7aR)-5-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester; With pyridine; methanol; sulfuryl dichloride; In dichloromethane; at -78 - 20 ℃; for 17h;

With methanol; for 4h; Reflux;