(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

Base Information

Chemical Name:(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol
CAS No.:1571900-72-5
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

Synonyms:(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

Chemical Property:

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Technology Process of (2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

There total 5 articles about (2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-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: 86.0%

: 1571900-66-7
(4R,5R,E)-5-(4-methoxybenzyloxy)hex-2-ene-1,4-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1571900-72-5
(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1039/c3ob42367k

Reference yield:

: 27948-61-4
(R)-(+)-1-(2-furyl)ethanol

: 1571900-72-5
(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

1.2: 2 h

2.1: N-Bromosuccinimide; sodium hydrogencarbonate / acetone; water / 1.5 h / -15 °C

2.2: 6 h / 20 °C

3.1: cerium(III) chloride heptahydrate / methanol / 0.17 h / -100 °C

3.2: 2 h / -100 °C

4.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

With 1H-imidazole; N-Bromosuccinimide; cerium(III) chloride heptahydrate; sodium hydride; sodium hydrogencarbonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 3.1: |Luche Cerium Reduction / 3.2: |Luche Cerium Reduction;
DOI:10.1039/c3ob42367k

Reference yield:

: 1192-62-7,80145-44-4
1-(2-furyl)-1-ethanone

: 1571900-72-5
(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 0.4CH₂O₂*C₆H₁₅N / ethyl acetate; dichloromethane / 15 h / 40 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 2 h

3.1: N-Bromosuccinimide; sodium hydrogencarbonate / acetone; water / 1.5 h / -15 °C

3.2: 6 h / 20 °C

4.1: cerium(III) chloride heptahydrate / methanol / 0.17 h / -100 °C

4.2: 2 h / -100 °C

5.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

With 1H-imidazole; N-Bromosuccinimide; cerium(III) chloride heptahydrate; 0.4CH₂O₂*C₆H₁₅N; sodium hydride; sodium hydrogencarbonate; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; 4.1: |Luche Cerium Reduction / 4.2: |Luche Cerium Reduction;
DOI:10.1039/c3ob42367k