(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

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Chemical Name:(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol
CAS No.:882175-60-2
Molecular Formula:C₂₃H₃₉NO₄Si
Molecular Weight:421.652
Hs Code.:

Synonyms:(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

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Chemical Property of (S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

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Technology Process of (S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

There total 11 articles about (S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol 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:

: 3413-44-3
(R)-2-cyclohexen-1-ol

: 882175-60-2
(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 84 percent / imidazole / CH₂Cl₂

2.1: m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

3.1: [C(CH₃)2(CH₂)3C(CH₃)2]NLi / hexane; benzene / 0 - 20 °C

4.1: 87 percent / tri-n-butylphosphine / CH₂Cl₂ / 0.08 h / 22 °C

5.1: 86 percent / DIBAL / toluene

6.1: 97 percent / imidazole / CH₂Cl₂

7.1: toluene / 180 °C

8.1: PPTs; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

8.2: NaCNBH₃ / acetic acid / 10 °C

With 1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 882175-58-8
(R)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-triethylsilanyloxy-propionaldehyde

: 21038-22-2
O-(4-methoxybenzyl)hydroxylamine

: 882175-60-2
(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

Guidance literature:: (R)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-triethylsilanyloxy-propionaldehyde; O-(4-methoxybenzyl)hydroxylamine; With 4 A molecular sieve; pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃;

With sodium cyanoborohydride; In acetic acid; at 10 ℃;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 882175-52-2
tert-butyl-(cyclohex-2-enyloxy)-dimethyl-silane

: 882175-60-2
(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

2.1: [C(CH₃)2(CH₂)3C(CH₃)2]NLi / hexane; benzene / 0 - 20 °C

3.1: 87 percent / tri-n-butylphosphine / CH₂Cl₂ / 0.08 h / 22 °C

4.1: 86 percent / DIBAL / toluene

5.1: 97 percent / imidazole / CH₂Cl₂

6.1: toluene / 180 °C

7.1: PPTs; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

7.2: NaCNBH₃ / acetic acid / 10 °C

With 1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70