trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide

Base Information

• Chemical Name: trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide
• CAS No.: 93383-44-9
• Molecular Formula: C₃₂H₂₄O₅S₂
• Molecular Weight: 552.672
• Mol file: 93383-44-9.mol

Synonyms:

Chemical Property of trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide

There total 6 articles about trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide 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:

dibenzyl sulfide (538-74-9) → trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide (93383-44-9)

Guidance literature:

Multi-step reaction with 6 steps

1: Sulfuryl chloride / CCl₄

2: 1) cooling bath 2) steam bath, 1h

3: 1) n-BuLi / 1) -78 deg C, 20 min; 2) -78 deg C to room temp., 3 h

4: 94 percent / m-Chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 89 percent / Peracetic acid / acetic acid / 8 h / 85 °C

6: 20 mg / 1,5-Diazabicyclo<4,3,0>non-5-ene / acetonitrile / 1 h / Ambient temperature

With peracetic acid; n-butyllithium; sulfuryl dichloride; DBN; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; dichloromethane; acetic acid; acetonitrile;

DOI:10.1021/jo00200a024

Reference yield:

α-Chlorodibenzyl sulfide (51317-73-8) → trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide (93383-44-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) cooling bath 2) steam bath, 1h

2: 1) n-BuLi / 1) -78 deg C, 20 min; 2) -78 deg C to room temp., 3 h

3: 94 percent / m-Chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 89 percent / Peracetic acid / acetic acid / 8 h / 85 °C

5: 20 mg / 1,5-Diazabicyclo<4,3,0>non-5-ene / acetonitrile / 1 h / Ambient temperature

With peracetic acid; n-butyllithium; DBN; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetic acid; acetonitrile;

DOI:10.1021/jo00200a024

Reference yield:

Diethyl α-(benzylthio)benzylphosphonate (70660-17-2) → trans-1H-1,8a-Dihydro-8a-hydroxy-1,3,5,7-tetraphenylthiopyrano<4,3-c>thiopyran 2,2,6,6-tetraoxide (93383-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) n-BuLi / 1) -78 deg C, 20 min; 2) -78 deg C to room temp., 3 h

2: 94 percent / m-Chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 89 percent / Peracetic acid / acetic acid / 8 h / 85 °C

4: 20 mg / 1,5-Diazabicyclo<4,3,0>non-5-ene / acetonitrile / 1 h / Ambient temperature

With peracetic acid; n-butyllithium; DBN; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetic acid; acetonitrile;

DOI:10.1021/jo00200a024

upstream raw materials:

3-<2(Z)-(Benzylsulfonyl)-2-phenylethenyl>-2,6-diphenyl-4H-thiopyran-4-one 1,1-dioxide

dibenzyl sulfide

α-Chlorodibenzyl sulfide

Diethyl α-(benzylthio)benzylphosphonate