Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-yl ester

Base Information

• Chemical Name: Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-yl ester
• CAS No.: 152330-22-8
• Molecular Formula: C₂₉H₂₃O₇P
• Molecular Weight: 514.471

Synonyms:Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-yl ester

Chemical Property of Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-yl ester

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Technology Process of Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-yl ester

There total 1 articles about Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-5,7-dien-3-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: 81.0%

Benzoic acid (1S,2S,3R,6R,9R)-4-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-4,7-dien-3-yl ester (152330-21-7) → Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-5,7-dien-3-yl ester (152330-22-8)

Guidance literature:

With trifluoroacetic acid; In methanol; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)81827-5

Reference yield:

Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-5,7-dien-3-yl ester (152330-22-8) → Benzoic acid (1S,2S,3R,4R,9R)-8-(diphenyl-phosphinoyloxy)-4-hydroxy-4-((E)-3-hydroxy-2-triethylsilanyl-propenyl)-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-5,7-dien-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi, BF₃*EtO₂

2: 1) CSA / 2) Na₂PtCl₆ / 1) MeOH, 0 deg C, 2) ClCH₂CH₂Cl, 90 deg C

With n-butyllithium; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium hexachloroplatinate;

DOI:10.1016/S0040-4020(01)81827-5

Reference yield:

Benzoic acid (1S,2S,3R,9R)-8-(diphenyl-phosphinoyloxy)-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-5,7-dien-3-yl ester (152330-22-8) + trimethylsilylacetylene (1066-54-2) → Benzoic acid (1S,2S,3R,4R,9R)-8-(diphenyl-phosphinoyloxy)-4-hydroxy-4-trimethylsilanylethynyl-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-5,7-dien-3-yl ester

Guidance literature:

With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 ℃; Product distribution; further acetylides;

DOI:10.1016/S0040-4020(01)81827-5

upstream raw materials:

Benzoic acid (1S,2S,3R,6R,9R)-4-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-4,7-dien-3-yl ester

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