(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

Base Information

Chemical Name:(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin
CAS No.:1400792-86-0
Molecular Formula:C₃₈H₃₄O₃S
Molecular Weight:570.752
Hs Code.:

Synonyms:(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

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Chemical Property of (3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

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Technology Process of (3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

There total 3 articles about (3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin 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: 53.0%

: 100-52-7
benzaldehyde

: (4R,5R)-5-[(diphenyl)(sulfanyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanol

: 1400792-86-0
(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

Guidance literature:: benzaldehyde; (4R,5R)-5-[(diphenyl)(sulfanyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanol; In dichloromethane; at -25 ℃; for 0.5h;

With boron trifluoride diethyl etherate; In dichloromethane; at -25 - 0 ℃; for 1.25h;
DOI:10.1002/hlca.201200146

Reference yield:

: 93379-48-7
(R,R)-TADDOL

: 1400792-86-0
(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; tetrachloromethane; triphenylphosphine / dichloromethane / 72 h / 20 °C

2.1: thiourea / N,N-dimethyl-formamide / 72 h / 20 °C

2.2: 1 h

3.1: dichloromethane / 0.5 h / -25 °C

3.2: 1.25 h / -25 - 0 °C

With pyridine; tetrachloromethane; thiourea; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; 1.1: Appel reaction;
DOI:10.1002/hlca.201200146

Reference yield:

: 147700-67-2
(4R,5R)-5-[(chloro)(diphenyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanol

: 1400792-86-0
(3aR,8aR)-tetrahydro-2,2-dimethyl-4,4,6,8,8-pentaphenyl-1,3-dioxolo[4,5-e][1,3]oxathiepin

Guidance literature:: Multi-step reaction with 2 steps

1.1: thiourea / N,N-dimethyl-formamide / 72 h / 20 °C

1.2: 1 h

2.1: dichloromethane / 0.5 h / -25 °C

2.2: 1.25 h / -25 - 0 °C

With thiourea; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.201200146