(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

Base Information

Chemical Name:(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione
CAS No.:1399830-18-2
Molecular Formula:C₃₂H₃₀N₂O₂S
Molecular Weight:506.668
Hs Code.:

Synonyms:(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

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Chemical Property of (3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

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Technology Process of (3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

There total 8 articles about (3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione 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: 98.0%

: 75-15-0,12122-00-8
carbon disulfide

: 147700-75-2
(4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

: 1399830-18-2
(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

Guidance literature:: In pyridine; at 60 ℃; for 7h; Inert atmosphere;
DOI:10.1021/ol401306h

Reference yield: 74.0%

: 463-71-8
thiophosgene

: 147700-75-2
(4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

: 1399830-18-2
(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

Guidance literature:: With triethylamine; In toluene; at 0 ℃; for 1.5h;
DOI:10.1002/hlca.201200147

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 1399830-18-2
(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-6H-1,3-dioxolo[4,5-e][1,3]diazepine-6-thione

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / benzene / 8 h / Reflux; Inert atmosphere; Dean-Stark

2.1: magnesium / tetrahydrofuran / Cooling with ice; Inert atmosphere

2.2: 1.5 h / Reflux

3.1: thionyl chloride; triethylamine / dichloromethane / 3 h / Reflux; Inert atmosphere

3.2: 72 h / 80 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

5.1: pyridine / 7 h / 60 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; toluene-4-sulfonic acid; magnesium; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; benzene;
DOI:10.1021/ol401306h