Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester

Base Information

• Chemical Name: Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester
• CAS No.: 179927-01-6
• Molecular Formula: C₁₇H₁₇BrO₆
• Molecular Weight: 397.222

Synonyms:Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester

Chemical Property of Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester

Chemical Property:

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Technology Process of Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester

There total 1 articles about Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl 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: 75.0%

(3aR,7R,7aS)-7-Acetoxy-2-phenyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester → Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester (179927-01-6)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 72h; Ambient temperature;

DOI:10.1016/0040-4020(96)00398-5

Reference yield: 88.0%

Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester (179927-01-6) → Benzoic acid (1R,2R,6R)-6-acetoxy-2-azido-4-methoxycarbonyl-cyclohex-3-enyl ester

Guidance literature:

With sodium azide; In methanol; at 40 ℃;

DOI:10.1016/0040-4020(96)00398-5

Reference yield:

Benzoic acid (1S,2S,6R)-6-acetoxy-2-bromo-4-methoxycarbonyl-cyclohex-3-enyl ester (179927-01-6) → (3aR,7R,7aR)-7-Acetoxy-2-phenyl-3a,6,7,7a-tetrahydro-benzooxazole-5-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / sodium azide / methanol / 40 °C

2: 48 percent / Ph₃P, H₂O / tetrahydrofuran / 4 h / 64 °C

With sodium azide; water; triphenylphosphine; In tetrahydrofuran; methanol;

DOI:10.1016/0040-4020(96)00398-5

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