1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

Base Information

Chemical Name:1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol
CAS No.:849676-41-1
Molecular Formula:C₂₂H₄₄O₃Si
Molecular Weight:384.675
Hs Code.:

Synonyms:1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

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Chemical Property of 1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

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Technology Process of 1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

There total 11 articles about 1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol 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: 70.0%

: 849676-36-4
2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanone

: 849676-41-1
1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h;

Reference yield:

: 38580-68-6
4-hydroxymethyl-cyclohexanone

: 849676-41-1
1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / imidazole / dimethylformamide; tetrahydrofuran / 2 h / 20 °C

2.1: (+)-bis(α-methylbenzylamine) hydrochloride; BuLi / tetrahydrofuran / 2 h / -100 - -95 °C

3.1: 1.37 g / O₂ / Pd(OAc)2 / dimethylsulfoxide / 16 h / 20 °C

4.1: t-BuLi; lithium 2-thienylcyanocuprate / pentane; tetrahydrofuran / 0.5 h / -78 °C

4.2: pentane; tetrahydrofuran / 0.5 h

5.1: KHCO₃; mCPBA / CH₂Cl₂ / 1 h / 0 °C

5.2: 1.04 g / TFA / methanol; tetrahydrofuran

6.1: 96 percent / Ag₂O / diethyl ether / 3 h / 40 °C

7.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; n-butyllithium; (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride; tert.-butyl lithium; oxygen; L-Selectride; potassium hydrogencarbonate; thien-2-yl(cyano)copper lithium; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo047858h

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 849676-41-1
1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / imidazole / dimethylformamide; tetrahydrofuran / 2 h / 20 °C

2.1: (+)-bis(α-methylbenzylamine) hydrochloride; BuLi / tetrahydrofuran / 2 h / -100 - -95 °C

3.1: 1.37 g / O₂ / Pd(OAc)2 / dimethylsulfoxide / 16 h / 20 °C

4.1: t-BuLi; lithium 2-thienylcyanocuprate / pentane; tetrahydrofuran / 0.5 h / -78 °C

4.2: pentane; tetrahydrofuran / 0.5 h

5.1: KHCO₃; mCPBA / CH₂Cl₂ / 1 h / 0 °C

5.2: 1.04 g / TFA / methanol; tetrahydrofuran

6.1: 96 percent / Ag₂O / diethyl ether / 3 h / 40 °C

7.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; n-butyllithium; (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride; tert.-butyl lithium; oxygen; L-Selectride; potassium hydrogencarbonate; thien-2-yl(cyano)copper lithium; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo047858h