(1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

Base Information

• Chemical Name: (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one
• CAS No.: 119887-69-3
• Molecular Formula: C₂₇H₃₉BrO₆
• Molecular Weight: 539.507
• Mol file: 119887-69-3.mol

Synonyms:(1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

Chemical Property of (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

There total 3 articles about (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-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: 90.0%

(1S,2R,5R,6R,7S,8R,12S,13S,17R)-15-(4-Bromo-phenyl)-7-hydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione (129413-29-2) → (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one (119887-69-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; Ambient temperature;

DOI:10.1016/S0040-4039(00)94609-4

Reference yield: 90.0%

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) + (2R,3S,4R,5S,6S,9R,10R,11R,12R,13R)-3,5,9,11-tetrahydroxy-2,4,6,10,12,13-hexamethyl-8-methylenetetradecanolide (119870-68-7) → (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one (119887-69-3)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)80397-4

Reference yield:

(1S,2R,5R,6R,7S,8R,12S,13S,17R)-15-(4-Bromo-phenyl)-7-hydroxy-2,5,6,8,12,17-hexamethyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione (129413-28-1) → (1S,2R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromo-phenyl)-7,9-dihydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one (119887-69-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 90 percent / NaBH₄ / methanol / Ambient temperature

With sodium tetrahydroborate; In methanol;

DOI:10.1016/S0040-4039(00)94609-4

upstream raw materials:

1,1-dimethoxy-1-(4-bromophenyl)methane

(2R,3S,4R,5S,6S,9R,10R,11R,12R,13R)-3,5,9,11-tetrahydroxy-2,4,6,10,12,13-hexamethyl-8-methylenetetradecanolide

(1S,2R,5R,6R,7S,8R,12S,13S,17R)-15-(4-Bromo-phenyl)-7-hydroxy-2,5,6,8,12,17-hexamethyl-10-methylene-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione

(1S,2R,5R,6R,7S,8R,12S,13S,17R)-15-(4-Bromo-phenyl)-7-hydroxy-2,5,6,8,12,17-hexamethyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione

Downstream raw materials:

C₂₇H₃₉BrO₇

C₂₇H₃₇BrO₇

deoleandrosyl-oleandomycin

oleandomycin