Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Base Information

Chemical Name:Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester
CAS No.:291304-23-9
Molecular Formula:C₂₆H₂₅O₇P
Molecular Weight:480.454
Hs Code.:

Synonyms:Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

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Chemical Property of Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

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Technology Process of Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

There total 9 articles about Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester 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: 89.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 250226-97-2
(2R,4aR,9aS)-2-Phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-one

: 291304-23-9
Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 250226-93-8
(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester

: 291304-23-9
Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / Pd/C / ethyl acetate / 20 °C

2.1: aq. KOH / tetrahydrofuran; methanol / 50 °C

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 20 °C

3.2: 57 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; toluene / 20 °C

4.1: 68 percent / potassium bis(trimethylsilyl)amide; HMPA / tetrahydrofuran; toluene / 1 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; 2,4,6-trichlorobenzoyl chloride; hydrogen; potassium hexamethylsilazane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; toluene;
DOI:10.1021/ol990885n

Reference yield:

: 116237-16-2
4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid

: 291304-23-9
Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 20 °C

1.2: 57 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; toluene / 20 °C

2.1: 68 percent / potassium bis(trimethylsilyl)amide; HMPA / tetrahydrofuran; toluene / 1 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/ol990885n