(1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester
• CAS No.: 863639-98-9
• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.316

Synonyms:(1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Chemical Property of (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

There total 2 articles about (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl 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:

(1R,6S)-6-Isobutoxycarbonyloxycarbonyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester → (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester (863639-98-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran;

DOI:10.1039/b503406j

Reference yield:

(1R,2S)-1-Methyl-cyclohex-4-ene-1,2-dicarboxylic acid 1-tert-butyl ester (119778-63-1) → (1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester (863639-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / diethyl ether

2: NaBH₄ / tetrahydrofuran

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1039/b503406j

Reference yield: 90.0%

(1R,6S)-6-Hydroxymethyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester (863639-98-9) → (1R,6S)-6-Formyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester (863639-87-6)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1039/b503406j

upstream raw materials:

(1R,2S)-1-Methyl-cyclohex-4-ene-1,2-dicarboxylic acid 1-tert-butyl ester

Downstream raw materials:

(1R,6S)-6-Formyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

(1R,6R)-6-Formyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

(1R,6S)-1-Methyl-6-(2-oxo-ethyl)-cyclohex-3-enecarboxylic acid tert-butyl ester

(1R,6S)-6-((E)-2-Methoxy-vinyl)-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

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