(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

Base Information

Chemical Name:(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether
CAS No.:849104-01-4
Molecular Formula:C₃₃H₄₄OSi
Molecular Weight:484.797
Hs Code.:

Synonyms:(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

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Chemical Property of (E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

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Technology Process of (E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

There total 10 articles about (E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether 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:

: 836628-64-9
2-tert-butoxymethylene-5-methyl-cyclopentanone

: 849104-01-4
(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

Guidance literature:: Multi-step reaction with 10 steps

1.1: LDA / 1,2-dimethoxy-ethane / -78 - 0 °C

1.2: trimethyltin chloride / 1,2-dimethoxy-ethane; 2-methyl-propan-2-ol / 0.08 h / 0 °C

1.3: [(η³-C3H5)PdCl]2; (S,S)-1,2-[(o-PPh2C6H4)C(O)NH]2-cyclohexyl / 1,2-dimethoxy-ethane / -78 - 20 °C

2.1: 85 percent / diethyl ether / -20 - 20 °C

3.1: LDA / tetrahydrofuran; hexane / -78 - 0 °C

3.2: tetrahydrofuran; hexane / 2 h / 20 °C

4.1: Pd₂(dba)3*CHCl₃; PPh₃; CuI / n-butylamime / benzene / 18 h / 50 °C

5.1: NMO; aq. OsO₄ / CH₂Cl₂ / 8 h / 20 °C

6.1: aq. NaIO₄ / acetone / 1 h / 20 °C

7.1: NaBH₄ / methanol / 0.17 h / 20 °C

8.1: I₂; PPh₃; imidazole / acetonitrile; diethyl ether / 2 h / 20 °C

9.1: ZnCl₂; t-BuLi / tetrahydrofuran; pentane / 1.08 h / -78 - 20 °C

9.2: Pd(PPh₃)4 / tetrahydrofuran; pentane / 20 °C

10.1: K₂CO₃ / methanol / 1 h / 20 °C

With 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; N-methyl-2-indolinone; iodine; tert.-butyl lithium; potassium carbonate; triphenylphosphine; zinc(II) chloride; lithium diisopropyl amide; N-butylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; acetone; acetonitrile; pentane; benzene; 4.1: Sonogashira coupling / 9.2: Negishi reaction;
DOI:10.1021/ja051547m

Reference yield:

: 849103-98-6
(R)-5-allyl-2-isopropyl-5-methyl-1-trifluoromethanesulfonyloxycyclopentene

: 849104-01-4
(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

Guidance literature:: Multi-step reaction with 7 steps

1.1: Pd₂(dba)3*CHCl₃; PPh₃; CuI / n-butylamime / benzene / 18 h / 50 °C

2.1: NMO; aq. OsO₄ / CH₂Cl₂ / 8 h / 20 °C

3.1: aq. NaIO₄ / acetone / 1 h / 20 °C

4.1: NaBH₄ / methanol / 0.17 h / 20 °C

5.1: I₂; PPh₃; imidazole / acetonitrile; diethyl ether / 2 h / 20 °C

6.1: ZnCl₂; t-BuLi / tetrahydrofuran; pentane / 1.08 h / -78 - 20 °C

6.2: Pd(PPh₃)4 / tetrahydrofuran; pentane / 20 °C

7.1: K₂CO₃ / methanol / 1 h / 20 °C

With 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; N-methyl-2-indolinone; iodine; tert.-butyl lithium; potassium carbonate; triphenylphosphine; zinc(II) chloride; N-butylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; acetonitrile; pentane; benzene; 1.1: Sonogashira coupling / 6.2: Negishi reaction;
DOI:10.1021/ja051547m

Reference yield:

: 685901-94-4
(R)-2-tert-butoxymethylene-5-methyl-5-(2-propenyl)cyclopentanone

: 849104-01-4
(E,R)-5-(2-ethynyl-3-isopropyl-1-methylcyclopent-2-enyl)-3-methylpent-2-en-1-ol tert-butyldiphenyl ether

Guidance literature:: Multi-step reaction with 9 steps

1.1: 85 percent / diethyl ether / -20 - 20 °C

2.1: LDA / tetrahydrofuran; hexane / -78 - 0 °C

2.2: tetrahydrofuran; hexane / 2 h / 20 °C

3.1: Pd₂(dba)3*CHCl₃; PPh₃; CuI / n-butylamime / benzene / 18 h / 50 °C

4.1: NMO; aq. OsO₄ / CH₂Cl₂ / 8 h / 20 °C

5.1: aq. NaIO₄ / acetone / 1 h / 20 °C

6.1: NaBH₄ / methanol / 0.17 h / 20 °C

7.1: I₂; PPh₃; imidazole / acetonitrile; diethyl ether / 2 h / 20 °C

8.1: ZnCl₂; t-BuLi / tetrahydrofuran; pentane / 1.08 h / -78 - 20 °C

8.2: Pd(PPh₃)4 / tetrahydrofuran; pentane / 20 °C

9.1: K₂CO₃ / methanol / 1 h / 20 °C

With 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; N-methyl-2-indolinone; iodine; tert.-butyl lithium; potassium carbonate; triphenylphosphine; zinc(II) chloride; lithium diisopropyl amide; N-butylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone; acetonitrile; pentane; benzene; 3.1: Sonogashira coupling / 8.2: Negishi reaction;
DOI:10.1021/ja051547m