(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

Base Information

Chemical Name:(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol
CAS No.:1375412-40-0
Molecular Formula:C₁₄H₂₀O₂
Molecular Weight:220.312
Hs Code.:

Synonyms:(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

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Technology Process of (S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

There total 5 articles about (S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol 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: 48.0%

: 1375412-38-6
(E)-2-(3-methyl-5-phenylpent-3-en-1-yl)oxirane

: 1375412-56-8
(R,E)-2-(3-methyl-5-phenylpent-3-en-1-yl)oxirane

: 1375412-40-0
(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

Guidance literature:: With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); water; acetic acid; In tetrahydrofuran; at 20 ℃; for 17.5h; optical yield given as %ee;
DOI:10.1002/anie.201108692

Reference yield:

: 934672-43-2
(E)-4-methyl-6-phenylhex-4-enal

: 1375412-40-0
(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran; dimethyl sulfoxide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2: (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); water; acetic acid / tetrahydrofuran / 17.5 h / 20 °C

With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); water; sodium hydride; acetic acid; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; 1: Corey-Chaykovsky reaction / 2: Jacobsen hydrolytic kinetic resolution;
DOI:10.1002/anie.201108692

Reference yield:

: 37715-31-4
(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate

: 1375412-40-0
(S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: dilithium tetrachlorocuprate / tetrahydrofuran / 1.5 h / 0 °C

2: sodium periodate / tetrahydrofuran; water / 7.5 h / 20 °C

3: sodium hydride / tetrahydrofuran; dimethyl sulfoxide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

4: (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); water; acetic acid / tetrahydrofuran / 17.5 h / 20 °C

With sodium periodate; (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); dilithium tetrachlorocuprate; water; sodium hydride; acetic acid; In tetrahydrofuran; water; dimethyl sulfoxide; mineral oil; 3: Corey-Chaykovsky reaction / 4: Jacobsen hydrolytic kinetic resolution;
DOI:10.1002/anie.201108692