Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester

Base Information

• Chemical Name: Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester
• CAS No.: 183139-10-8
• Molecular Formula: C₃₂H₄₄O₆Si
• Molecular Weight: 552.783

Synonyms:Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester

Chemical Property of Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester

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Technology Process of Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester

There total 5 articles about Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-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: 95.0%

Benzoic acid (1S,2S,3S,9S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1,9-dihydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.03,8]pentadeca-4,7,11-trien-2-yl ester (183139-09-5) → Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.03,8]pentadeca-4,7,11-trien-2-yl ester (183139-10-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1021/jo961289z

Reference yield:

(1S,2S,3S,9S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.03,8]pentadeca-4,7,11-triene-1,2,9-triol (183139-07-3) → Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.03,8]pentadeca-4,7,11-trien-2-yl ester (183139-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / CH₂Cl₂; pyridine

2: 68 percent / tetrahydrofuran / -78 °C

3: 95 percent / Dess-Martin periodinane / CH₂Cl₂

With Dess-Martin periodane; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1021/jo961289z

Reference yield:

C26H40O6Si (183139-08-4) → Benzoic acid (1S,2S,3S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-oxo-tricyclo[9.3.1.03,8]pentadeca-4,7,11-trien-2-yl ester (183139-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / tetrahydrofuran / -78 °C

2: 95 percent / Dess-Martin periodinane / CH₂Cl₂

With Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo961289z

upstream raw materials:

Benzoic acid (1S,2S,3S,9S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1,9-dihydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-yl ester

(1S,2S,3S,9S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-triene-1,2,9-triol

C₂₆H₄₀O₆Si

(1S,3R,9S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-9-trimethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadeca-4,7,11-trien-2-one

Downstream raw materials:

C₃₃H₄₆O₆Si

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