(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

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Chemical Name:(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane
CAS No.:904293-08-9
Molecular Formula:C₃₀H₄₄O₄Si
Molecular Weight:496.762
Hs Code.:

Synonyms:(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

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Chemical Property of (((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

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Technology Process of (((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

There total 9 articles about (((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane 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: 91.0%

: 904293-24-9
(((1R,6S)-3-((3,4-dimethoxybenzyloxy)methyl)-6-(benzyloxy)-2-((benzyloxy)methyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

: 904293-08-9
(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

Guidance literature:: With potassium phosphate buffer; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; tert-butyl alcohol; at 20 ℃; for 1h; pH=7;
DOI:10.1021/ol0608606

Reference yield:

: 904293-04-5
(2R,4aR,8aS)-5-bromo-4a,7,8,8a-tetrahydro-4a-methyl-2-phenyl-4H-benzo[d][1,3]dioxine-6-carbaldehyde

: 904293-08-9
(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 97 percent / NaBH₄ / methanol / 0.08 h / 0 °C

2.1: 97 percent / TBAI; NaH / dimethylformamide; tetrahydrofuran / 18 h / 20 °C

3.1: t-BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

3.2: tetrahydrofuran; pentane / 0.5 h / cooling

4.1: 95 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 20 °C

5.1: 92 percent / NaH; TBAI / dimethylformamide; tetrahydrofuran / 8 h / 20 °C

6.1: 69 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 7 h / 20 °C

7.1: 73 percent / DIPEA / CH₂Cl₂ / 0.17 h / 20 °C

8.1: 91 percent / DDQ; potassium phosphate buffer / CH₂Cl₂; 2-methyl-propan-2-ol / 1 h / 20 °C / pH 7

With sodium tetrahydroborate; potassium phosphate buffer; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; pentane;
DOI:10.1021/ol0608606

Reference yield:

: 904293-22-7
((2R,4aR,8aS)-5-bromo-4a,7,8,8a-tetrahydro-4a-methyl-2-phenyl-4H-benzo[d][1,3]dioxin-6-yl)methanol

: 904293-08-9
(((1R,6S)-6-(benzyloxy)-2-((benzyloxy)methyl)-3-(hydroxymethyl)-1-methylcyclohex-2-enyl)methoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / TBAI; NaH / dimethylformamide; tetrahydrofuran / 18 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

2.2: tetrahydrofuran; pentane / 0.5 h / cooling

3.1: 95 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 20 °C

4.1: 92 percent / NaH; TBAI / dimethylformamide; tetrahydrofuran / 8 h / 20 °C

5.1: 69 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 7 h / 20 °C

6.1: 73 percent / DIPEA / CH₂Cl₂ / 0.17 h / 20 °C

7.1: 91 percent / DDQ; potassium phosphate buffer / CH₂Cl₂; 2-methyl-propan-2-ol / 1 h / 20 °C / pH 7

With sodium tetrahydroborate; potassium phosphate buffer; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; pentane;
DOI:10.1021/ol0608606