(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

Base Information

Chemical Name:(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione
CAS No.:911432-97-8
Molecular Formula:C₂₈H₂₆F₆O₅
Molecular Weight:556.502
Hs Code.:

Synonyms:(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

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Chemical Property of (2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

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Technology Process of (2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

There total 5 articles about (2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione 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%

: 911432-96-7
(2R,3S,3aS,5S)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a,5-dihydroxy-2,3-dimethyl-3,3a,4,5-tetrahydro-2H-pentalen-1-one

: 911432-97-8
(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 1h;
DOI:10.1002/anie.200601358

Reference yield:

: 911432-81-0
(2R,3S,3aR,6aR)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-3,3a,4,6a-tetrahydro-2H-pentalen-1-one

: 911432-97-8
(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 20 °C

2: 92 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide;
DOI:10.1002/anie.200601358

Reference yield:

: (7R,8S)-7-Benzyloxymethyl-8-(2,6-bis-trifluoromethyl-benzyloxymethyl)-7,8-dimethyl-bicyclo[4.2.0]oct-3-ene-1,6-diol

: 911432-97-8
(2R,3S,3aS)-2-Benzyloxymethyl-3-(2,6-bis-trifluoromethyl-benzyloxymethyl)-3a-hydroxy-2,3-dimethyl-2,3,3a,4-tetrahydro-pentalene-1,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 910 mg / Pb(OAc)4 / CH₂Cl₂ / 20 °C

2: KN(TMS)2 / tetrahydrofuran / -100 °C

3: 75 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 20 °C

4: 92 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 20 °C

With lead(IV) acetate; potassium hexamethylsilazane; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/anie.200601358