Silane, [[(5S)-5-[(3E)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-3-penten yl]-5-methyl-2-(1-methylethyl)-2-cyclopenten-1-yl]ethynyl]trimethyl-

Base Information

• Chemical Name: Silane, [[(5S)-5-[(3E)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-3-penten yl]-5-methyl-2-(1-methylethyl)-2-cyclopenten-1-yl]ethynyl]trimethyl-
• CAS No.: 849104-13-8
• Molecular Formula: C36H52OSi2
• Molecular Weight: 556.979
• Mol file: 849104-13-8.mol

Synonyms:

Chemical Property of Silane, [[(5S)-5-[(3E)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-3-penten yl]-5-methyl-2-(1-methylethyl)-2-cyclopenten-1-yl]ethynyl]trimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, [[(5S)-5-[(3E)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-3-penten yl]-5-methyl-2-(1-methylethyl)-2-cyclopenten-1-yl]ethynyl]trimethyl-

There total 9 articles about Silane, [[(5S)-5-[(3E)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-3-penten yl]-5-methyl-2-(1-methylethyl)-2-cyclopenten-1-yl]ethynyl]trimethyl- 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:

2-tert-butoxymethylene-5-methyl-cyclopentanone (836628-64-9) → C36H52OSi2 (849104-13-8)

Guidance literature:

Multi-step reaction with 9 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

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; 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:

(R)-5-isopropyl-2-methyl-2-(2-propenyl)cyclopentanone (849103-97-5) → C36H52OSi2 (849104-13-8)

Guidance literature:

Multi-step reaction with 7 steps

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

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

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

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

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

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

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

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

7.2: Pd(PPh₃)4 / tetrahydrofuran; pentane / 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; triphenylphosphine; zinc(II) chloride; lithium diisopropyl amide; N-butylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone; acetonitrile; pentane; benzene; 2.1: Sonogashira coupling / 7.2: Negishi reaction;

DOI:10.1021/ja051547m

Reference yield:

(R)-5-allyl-2-isopropyl-5-methyl-1-trifluoromethanesulfonyloxycyclopentene (849103-98-6) → C36H52OSi2 (849104-13-8)

Guidance literature:

Multi-step reaction with 6 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

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; 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

upstream raw materials:

(E)-tert-butyl(3-iodobut-2-enyloxy)diphenylsilane

(R)-5-(2-iodoethyl)-2-isopropyl-5-methylcyclopent-1-enylethynyltrimethylsilane

3-((R)-3-Isopropyl-1-methyl-2-trimethylsilanylethynyl-cyclopent-2-enyl)-propane-1,2-diol

2-tert-butoxymethylene-5-methyl-cyclopentanone

Downstream raw materials:

(+)-allocyathin B₂

{5-[5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pent-3-enyl]-2-isopropyl-5-methyl-cyclopent-1-enyl}-propynoic acid tert-butyl ester

{(S)-5-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-enyl]-2-isopropyl-5-methyl-cyclopent-1-enyl}-propynoic acid isopropyl ester

{(S)-5-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-enyl]-2-isopropyl-5-methyl-cyclopent-1-enyl}-propynoic acid methyl ester