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

Base Information

Chemical Name:methyl 3 L-(3,4/5)-3,4,5-trihydroxy-3,4-O-isopropylidene-5-O-p-tolylsulfonyl-1-cyclohexene-1-carboxylate
CAS No.:113473-11-3
Molecular Formula:C₁₈H₂₂O₇S
Molecular Weight:382.434
Hs Code.:

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

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Chemical Property of methyl 3 L-(3,4/5)-3,4,5-trihydroxy-3,4-O-isopropylidene-5-O-p-tolylsulfonyl-1-cyclohexene-1-carboxylate

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Technology Process of methyl 3 L-(3,4/5)-3,4,5-trihydroxy-3,4-O-isopropylidene-5-O-p-tolylsulfonyl-1-cyclohexene-1-carboxylate

There total 10 articles about methyl 3 L-(3,4/5)-3,4,5-trihydroxy-3,4-O-isopropylidene-5-O-p-tolylsulfonyl-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: 82.0%

: 113473-09-9
(3aR,4S,5R,7R,7aS)-4,7-Dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 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

Guidance literature:: With pyridine; at 60 ℃; for 52h;
DOI:10.1016/0008-6215(87)80155-6

Reference yield: 12.0%

: 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

: 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

Guidance literature:: With sulfuryl dichloride; In pyridine; dichloromethane; at -78 ℃; for 5h;
DOI:10.1021/ja963036t

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; sulfuryl dichloride; In pyridine; dichloromethane;
DOI:10.1021/ja963036t