(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

Base Information

Chemical Name:(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole
CAS No.:82796-48-3
Molecular Formula:C₁₇H₂₂O₄S
Molecular Weight:322.425
Hs Code.:

Synonyms:(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

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Chemical Property of (3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

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Technology Process of (3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

There total 2 articles about (3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole 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: 86.0%

: 82769-86-6
(1'S,1S,2S,3R,4R,6S)-2,6-dimethyl-3-<(((1'-phenylethyl)amino)carbonyl)oxy>-4-(phenylsulfonyl)cyclohexane-1,2-diol 1,2-acetonide

: 82796-48-3
(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 16h; Heating;
DOI:10.1021/ja00385a030

Reference yield:

: 82769-84-4,82769-85-5
((S)-1-Phenyl-ethyl)-carbamic acid 2,2,3a,7-tetramethyl-5-phenylsulfanyl-hexahydro-benzo[1,3]dioxol-4-yl ester

: 82796-48-3
(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 14.3 g / m-chloroperbenzoic acid / CH₂Cl₂ / 1.) -35 deg C, 10 min, 2.) -35 deg C -> 25 deg C, 1 h

2: 86 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / tetrahydrofuran / 16 h / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00385a030

Reference yield:

: 82796-48-3
(3αS,4S,7αR)-2,2,4,7α-tetramethyl-6-(phenylsulfonyl)-3α,4,5,7α-tetrahydrobenzo[δ][1,3]dioxole

: 130220-30-3
(+)-5-<(3aR,4R,5S,7S,7aS)-hexahydro-2,2,3a,7-tetramethyl-5-(phenylsulfonyl)-5-(trimethylsilyl)-1,3-benzodioxol-4-yl>pentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi, t-BuOK / 1a.) THF, hexane, -78 deg C, 30 min, 1b.) from -78 deg C to -45 deg C, 30 min, 2.) 0 deg C, 10 min

2: n-BuLi, t-BuOK / tetrahydrofuran; hexane / 2 h / 25 °C

3: 1.) BH₃*THF, cyclohexene, 2.) 1.8 M aq. potassium hydroxide, 10 M hydrogen peroxide / 1.) THF, 25 deg C, 15 min, 2.) 0 deg C, 1 h

4: 50 percent / H₂ / 10percent Pd/C / ethanol / 36 h / 760 Torr

With potassium hydroxide; n-butyllithium; borane-THF; potassium tert-butylate; hydrogen; dihydrogen peroxide; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane;