(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Base Information

Chemical Name:(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine
CAS No.:299917-90-1
Molecular Formula:C₃₁H₂₈ClO₄P
Molecular Weight:530.988
Hs Code.:

Synonyms:(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

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Technology Process of (3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

There total 4 articles about (3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine 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: 63.0%

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

: 299917-90-1
(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Guidance literature:: With triethylamine; phosphorus trichloride; In toluene; at 0 - 80 ℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
DOI:10.1039/c5dt00832h

Reference yield:

: (-)Taddol

: 299917-90-1
(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Guidance literature:: With triethylamine; phosphorus trichloride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1039/b300565h

Reference yield:

: 59779-75-8
diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 299917-90-1
(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium; iodine / tetrahydrofuran / Inert atmosphere; Reflux

1.2: 12 h / Inert atmosphere; Reflux

2.1: phosphorus trichloride; triethylamine / tetrahydrofuran / 0 °C / Schlenk technique; Inert atmosphere

With iodine; magnesium; triethylamine; phosphorus trichloride; In tetrahydrofuran;
DOI:10.1021/jacs.8b02547