methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

Base Information

Chemical Name:methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate
CAS No.:113473-12-4
Molecular Formula:C₁₅H₁₈O₇S
Molecular Weight:342.37
Hs Code.:

Synonyms:methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

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Chemical Property of methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

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Technology Process of methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

There total 16 articles about methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate 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: 89.0%

: 113473-11-3
methyl 3 L-(3,4/5)-3,4,5-trihydroxy-3,4-O-isopropylidene-5-O-p-tolylsulfonyl-1-cyclohexene-1-carboxylate

: 113473-12-4
methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

Guidance literature:: With acetic acid; at 70 ℃; for 1.5h;
DOI:10.1016/0008-6215(87)80155-6

Reference yield: 9.0%

: 113409-78-2
(3aS,4S,5R,7R,7aR)-2,2-Dimethyl-4,7-bis-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 113409-81-7
methyl DL-(1,3,4/2,5)-2,3,4,5-tetrahydroxy-2,5-di-O-p-tolylsulfonylcyclohexane-1-carboxylate

: 113409-82-8,113473-12-4
methyl DL-(3,4/5)-3,4,5-trihydroxy-5-O-p-tolylsulfonyl-cyclohexene-1-carboxylate

Guidance literature:: With acetic acid; at 70 ℃; for 8h;
DOI:10.1016/0008-6215(87)80155-6

Reference yield:

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

: 113473-12-4
methyl (3R,4R,5R)-3,4-dihydroxy-5-<(p-tolylsulfonyl)oxy>-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / DMAP / pyridine / 72 h / Ambient temperature

2: 12 percent / SO₂Cl₂ / pyridine; CH₂Cl₂ / 5 h / -78 °C

3: 20.5 g / p-TsOH / methanol; CH₂Cl₂ / 4 h / Heating

With dmap; sulfuryl dichloride; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane;
DOI:10.1021/ja963036t