6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

Base Information

Chemical Name:6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide
CAS No.:83009-77-2
Molecular Formula:C₃₂H₆₁NO₄SSi₂
Molecular Weight:612.078
Hs Code.:

6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

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Chemical Property of 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

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Technology Process of 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

There total 9 articles about 6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide 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:

: 17689-17-7
6-mercaptocaproic acid

: 83009-77-2,83058-60-0
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / triethylamine / methanol

2: 1.) isobutyl chloroformate, triethylamine / 1.) CH₂Cl₂

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

4: 85 percent / ceric ammonium nitrate hydrate / acetonitrile; H₂O; tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) RT, 5 min

5: 1.) isobutyl chloroformate, triethylamine; 2.) aq. NH₃ / 1.) CH₂Cl₂, -40 deg C, 30 min; 2.) CH₂Cl₂, to RT, 18 h

With ammonium hydroxide; ammonium cerium(IV) nitrate; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; isobutyl chloroformate; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1248/cpb.33.2359

Reference yield:

: 71399-48-9
3-cyclohexyl-3RS-hydroxy-1-iodoprop-1E-ene

: 83009-77-2,83058-60-0
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

Guidance literature:: Multi-step reaction with 5 steps

2: 99 percent

3: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

4: 85 percent / ceric ammonium nitrate hydrate / acetonitrile; H₂O; tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) RT, 5 min

5: 1.) isobutyl chloroformate, triethylamine; 2.) aq. NH₃ / 1.) CH₂Cl₂, -40 deg C, 30 min; 2.) CH₂Cl₂, to RT, 18 h

With ammonium hydroxide; ammonium cerium(IV) nitrate; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; isobutyl chloroformate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1248/cpb.33.2359

Reference yield:

: dl-4-tert-butyldimethylsilyloxy-2-(5-carboxypentylthio)-2-cyclopentenone

: 83009-77-2,83058-60-0
6-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) isobutyl chloroformate, triethylamine / 1.) CH₂Cl₂

2: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

3: 85 percent / ceric ammonium nitrate hydrate / acetonitrile; H₂O; tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) RT, 5 min

4: 1.) isobutyl chloroformate, triethylamine; 2.) aq. NH₃ / 1.) CH₂Cl₂, -40 deg C, 30 min; 2.) CH₂Cl₂, to RT, 18 h

With ammonium hydroxide; ammonium cerium(IV) nitrate; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; isobutyl chloroformate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1248/cpb.33.2359