Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Base Information

• Chemical Name: Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester
• CAS No.: 187960-95-8
• Molecular Formula: C₄₁H₅₇Cl₃O₁₁Si
• Molecular Weight: 860.341

Synonyms:Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Chemical Property of Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

There total 2 articles about Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-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: 97.0%

Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-5-benzyloxymethoxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-94-7) → Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-95-8)

Guidance literature:

With hydrogenchloride; sodium iodide; In water; acetone;

DOI:10.1021/ja963539z

Reference yield:

Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-5-benzyloxymethoxy-1,7-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-93-6) → Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine

2: 97 percent / HCl; NaI / H₂O; acetone

With pyridine; hydrogenchloride; sodium iodide; In water; acetone; 1: alkoxycarbonylation / 2: dealkylation;

DOI:10.1021/ja963539z

Reference yield: 83.0%

methanesulfonyl chloride (124-63-0) + Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1,5-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-95-8) → Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1-hydroxy-5-methanesulfonyloxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadec-11-en-2-yl ester (187960-96-9)

Guidance literature:

With pyridine; dmap; In dichloromethane;

DOI:10.1021/ja963539z

upstream raw materials:

Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-5-benzyloxymethoxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-5-benzyloxymethoxy-1,7-dihydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Downstream raw materials:

Benzoic acid (1S,2S,3R,5R,7S,8S,10R,13S)-10-acetoxy-1-hydroxy-5-methanesulfonyloxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

Benzoic acid (1S,2S,3S,5S,7S,8S,10R,13S)-10-acetoxy-5-bromo-1-hydroxy-8,12,15,15-tetramethyl-4-methylene-9-oxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-13-triisopropylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-2-yl ester

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