(1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester

Base Information

• Chemical Name: (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester
• CAS No.: 73657-37-1
• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.396

Synonyms:(1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester

Chemical Property of (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester

There total 4 articles about (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl 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:

Acetic acid (3S,3aR,7bR)-3-benzyloxymethyl-5,5-dimethyl-7-oxo-hexahydro-4,6-dioxa-cyclopenta[3,4]cyclobuta[1,2]benzen-3a-yl ester (73657-36-0) → (1S,2R,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester (73657-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / methanol

With water; In methanol;

DOI:10.1021/ja00523a064

Reference yield:

Acetic acid (3R,3aR,7bR)-3-benzyloxymethyl-5,5-dimethyl-7-oxo-hexahydro-4,6-dioxa-cyclopenta[3,4]cyclobuta[1,2]benzen-3a-yl ester (73657-36-0) → (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester (73657-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / methanol

With water; In methanol;

DOI:10.1021/ja00523a064

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid → (1S,2S,5S)-1-Acetoxy-2-benzyloxymethyl-7-hydroxy-bicyclo[3.2.0]heptane-6-carboxylic acid methyl ester (73657-37-1)

Guidance literature:

Yield given;

DOI:10.1021/ja00523a064

upstream raw materials:

diazomethane

Acetic acid (3S,3aR,7bR)-3-benzyloxymethyl-5,5-dimethyl-7-oxo-hexahydro-4,6-dioxa-cyclopenta[3,4]cyclobuta[1,2]benzen-3a-yl ester

Acetic acid (3R,3aR,7bR)-3-benzyloxymethyl-5,5-dimethyl-7-oxo-hexahydro-4,6-dioxa-cyclopenta[3,4]cyclobuta[1,2]benzen-3a-yl ester

Downstream raw materials:

((1S,2S,3R)-2-Acetoxy-3-benzyloxymethyl-2-formyl-cyclopentyl)-acetic acid methyl ester

((1S,2S,3S)-2-Acetoxy-3-benzyloxymethyl-2-formyl-cyclopentyl)-acetic acid methyl ester

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