(1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

Base Information

• Chemical Name: (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol
• CAS No.: 96362-81-1
• Molecular Formula: C₂₃H₂₄O₆S₂
• Molecular Weight: 460.572

Synonyms:(1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

Chemical Property of (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

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Technology Process of (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

There total 7 articles about (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol 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: 90.0%

Benzenesulfonic acid (1R,2R,3S,4S,5R,6S,7S)-7-benzenesulfonyl-3-benzenesulfonylmethyl-4,5-diisopropoxy-bicyclo[4.1.0]hept-2-yl ester → (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.02,4>octan-5,6-diol (96362-81-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -20 ℃; for 0.5h;

Reference yield: 85.0%

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.0>heptan-2,3,5-triol-5-methansulfonat (109531-58-0) → (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.02,4>octan-5,6-diol (96362-81-1)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -20 ℃; for 0.0833333h;

Reference yield:

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.o>heptan-2,3,5-triol (109583-84-8) → (1α,2α,3α,4α,5α,6α,7α,8α)-5,6-O-Isopropyliden-3,8-bis(phenylsulfonyl)tricyclo<5.1.0.02,4>octan-5,6-diol (96362-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

2: 85 percent / 2.0M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / 0.08 h / -20 °C

With n-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.0>heptan-2,3,5-triol-5-methansulfonat

methylphenylsulfonate

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.o>heptan-2,3,5-triol

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-7-(Phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.0>heptan-2,3,5-triol

Downstream raw materials:

C₂₀H₁₈O₅S₂

(1α,2α,3α,4α,5α,6α,7α,8α)-3,8-Bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

(1α,2α,3α,4α,5α,6α,7α,8α)-3,8-Bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol-bis(benzolsulfonat)

(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

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