Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester
• CAS No.: 77912-05-1
• Molecular Formula: C₂₈H₃₉BrO₅
• Molecular Weight: 535.519
• Mol file: 77912-05-1.mol

Synonyms:

Chemical Property of Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester

There total 14 articles about Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl 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:

methyl 18-benzoyloxy-12-oxo-12,13,-secodecipian-13-oate (58077-02-4) → Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester (77912-05-1)

Guidance literature:

With phenyltrimethylammonium tribromide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4020(80)80173-6

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester (77912-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 300 mg / pyridine / 6 h / 0 °C

2: 250 mg / Jones reagent

3: 140 mg / trimethylphenyl ammonium bromide perbromide / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; jones reagent; phenyltrimethylammonium tribromide; In tetrahydrofuran;

DOI:10.1016/0040-4020(80)80173-6

Reference yield:

4,18-epoxydecipi-14-ene (57743-84-7) → Benzoic acid (1R,6S,7R,8R)-3-bromo-8-(2-methoxycarbonyl-1-methyl-ethyl)-3-methyl-7-(4-methyl-pentyl)-2-oxo-bicyclo[4.2.0]oct-7-ylmethyl ester (77912-05-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 5.2 g / CrO₃*Py complex / CH₂Cl₂

2: 1.) Li/NH₃; 2.) pyridine / 1.) ether/t-BuOH

3: 4.5 g / m-chloroperbenzoic acid, p-TsOH / CHCl₃ / 48 h / Ambient temperature

4: 10percent NaOH / aq. ethanol / 1 h / 80 °C

5: 0.5 g

6: 300 mg / pyridine / 6 h / 0 °C

7: 250 mg / Jones reagent

8: 140 mg / trimethylphenyl ammonium bromide perbromide / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; sodium hydroxide; jones reagent; chromium trioxide-pyridine complex; ammonia; phenyltrimethylammonium tribromide; lithium; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; chloroform;

DOI:10.1016/0040-4020(80)80173-6

upstream raw materials:

methyl 18-benzoyloxy-12-oxo-12,13,-secodecipian-13-oate

benzoyl chloride

4,18-epoxydecipi-14-ene

C₂₀H₃₂O₂

Downstream raw materials:

methyl 18-benzoyloxy-12-oxo-12,13-secodecipi-10-en-13-oate