(3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one

Base Information

• Chemical Name: (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one
• CAS No.: 329363-38-4
• Molecular Formula: C₃₁H₂₉O₅P
• Molecular Weight: 512.542

Synonyms:(3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one

Chemical Property of (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one

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Technology Process of (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one

There total 6 articles about (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one 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: 95.0%

(R,R)-TADDOL (93379-48-7) → (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ5-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one (329363-38-4)

Guidance literature:

(R,R)-TADDOL; With triethylamine; phosphorus trichloride; In tetrahydrofuran; at 0 ℃; for 2h;

With water; In tetrahydrofuran; for 1h;

DOI:10.1055/s-2006-926437

Reference yield: 25.0%

(R,R)-TADDOL (93379-48-7) + Hexamethylphosphorous triamide (1608-26-0) → (3aR,8aR)-(-)-(2,2-dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (1192678-82-2,213843-90-4,582300-09-2) + (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ5-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one (329363-38-4)

Guidance literature:

In toluene; for 48h; Heating;

DOI:10.1002/1099-0690(200012)2000:24<4011::AID-EJOC4011>3.0.CO;2-D

Reference yield:

(3aR,8aR)-6-chloro-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine (299917-90-1) → (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ5-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one (329363-38-4)

Guidance literature:

With water; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/1521-3773(20001215)39:24<4605::AID-ANIE4605>3.0.CO;2-X

upstream raw materials:

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

(R,R)-TADDOL

Hexamethylphosphorous triamide

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

Downstream raw materials:

(3aR,8aR)-2,2-dimethyl-6-[(1R)-1-(1-naphthyl)-2-nitroethyl]-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-one

(3aR,8aR)-2,2-dimethyl-6-[(1R)-2-nitro-1-(3,4,5-trimethoxyphenyl)ethyl]-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-one

(3aR,8aR)-2,2-dimethyl-6-[(1R)-2-nitro-1-(4-phenylphenyl)ethyl]-4,4,8,8-tetraphenylperhydro-6λ⁵-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-one

2-{(S)-1-[(3aR,8aR)-2,2-dimethyl-6-oxo-4,4,8,8-tetraphenylperhydro-6λ⁵-phosphepino[4,5-d][1,3]dioxol-6-yl]-1-phenylmethyl}malonic acid dimethyl ester

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