(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

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Chemical Name:(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid
CAS No.:600167-86-0
Molecular Formula:C₂₂H₃₂O₃
Molecular Weight:344.494
Hs Code.:

Synonyms:(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

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Chemical Property of (S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

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Technology Process of (S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

There total 4 articles about (S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid 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: 80.0%

: (3S,3aS,6aS)-3-Methyl-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

: 600167-83-7
((R)-6-Bromo-3-methyl-hexyloxymethyl)-benzene

: 600167-86-0
(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

Guidance literature:: ((R)-6-Bromo-3-methyl-hexyloxymethyl)-benzene; With magnesium; In tetrahydrofuran; at 65 ℃;

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -78 ℃;

(3S,3aS,6aS)-3-Methyl-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one; In tetrahydrofuran; at -78 - 20 ℃; for 12h;
DOI:10.1002/anie.200250629

Reference yield:

: 100-39-0
benzyl bromide

: 600167-86-0
(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / 1,2-dimethoxy-ethane / 4 h / Heating

2.1: O₃

2.2: NaBH₄ / methanol; CH₂Cl₂ / 12 h / -78 - 20 °C

3.1: PPh₃; CBr₄ / diethyl ether / 12 h / 20 °C

4.1: Mg / tetrahydrofuran / 65 °C

4.2: CuBr*SMe₂ / tetrahydrofuran / -78 °C

4.3: 80 percent / tetrahydrofuran / 12 h / -78 - 20 °C

With carbon tetrabromide; sodium hydride; ozone; magnesium; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1002/anie.200250629

Reference yield:

: 83541-12-2
(R)-(+)-citronellyl benzyl ether

: 600167-86-0
(S)-2-[(1R,4R)-4-((R)-6-Benzyloxy-4-methyl-hexyl)-cyclopent-2-enyl]-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: O₃

1.2: NaBH₄ / methanol; CH₂Cl₂ / 12 h / -78 - 20 °C

2.1: PPh₃; CBr₄ / diethyl ether / 12 h / 20 °C

3.1: Mg / tetrahydrofuran / 65 °C

3.2: CuBr*SMe₂ / tetrahydrofuran / -78 °C

3.3: 80 percent / tetrahydrofuran / 12 h / -78 - 20 °C

With carbon tetrabromide; ozone; magnesium; triphenylphosphine; In tetrahydrofuran; diethyl ether;
DOI:10.1002/anie.200250629