(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

Base Information

Chemical Name:(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid
CAS No.:662168-54-9
Molecular Formula:C₂₁H₂₈O₃
Molecular Weight:328.452
Hs Code.:

Synonyms:(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

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Chemical Property of (+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

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Technology Process of (+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

There total 6 articles about (+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic 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:

: 662168-53-8
(+)-4-[(3S)-methyl-(5R)-(3-phenyl-prop-2-ynyl)tetrahydrofuran-(2S)-yl]butan-1-ol

: 662168-54-9
(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 73 percent / imidazole; PPh₃; iodine / acetonitrile; diethyl ether / 3.5 h / 0 °C

2.1: LiCl; LDA / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

2.2: tetrahydrofuran; hexane / 5 h / 0 °C

3.1: 298 mg / aq. NaOH / 2-methyl-propan-2-ol; methanol / 48 h / Heating

With 1H-imidazole; sodium hydroxide; iodine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ja042733f

Reference yield:

: 662168-61-8
(+)-(2S)-(4-iodobutyl)-(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran

: 662168-54-9
(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiCl; LDA / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

1.2: tetrahydrofuran; hexane / 5 h / 0 °C

2.1: 298 mg / aq. NaOH / 2-methyl-propan-2-ol; methanol / 48 h / Heating

With sodium hydroxide; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; tert-butyl alcohol;
DOI:10.1021/ja042733f