(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

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Chemical Name:(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate
CAS No.:1384463-68-6
Molecular Formula:C₃₂H₄₄O₅Si
Molecular Weight:536.784
Hs Code.:

Synonyms:(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

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Chemical Property of (R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

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Technology Process of (R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

There total 16 articles about (R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate 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: 93.0%

: 1384463-69-7
(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-(4-methoxy-benzyloxy)hex-5-en-3-yl) 8-(4-methoxybenzyloxy)deca-5,9-dienoate

: 1384463-68-6
(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 - 20 ℃; for 2h; pH=7; aq. phosphate buffer; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.04.019

Reference yield:

: 1330680-46-0
(8R,5Z)-8-(4-methoxybenzyloxy)deca-5,9-dien-1-ol

: 1384463-68-6
(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 0.5 h / Inert atmosphere

2.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tert-butyl alcohol / 2 h / Inert atmosphere

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.75 h / 0 - 20 °C / Inert atmosphere

3.2: 6 h / 0 - 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; 2,4,6-trichlorobenzoyl chloride; water; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; tert-butyl alcohol; 2.1: Pinnick reaction;
DOI:10.1016/j.tetasy.2012.04.019

Reference yield:

: 1330680-40-4
(8R,5Z)-8-(4-methoxybenzyloxy)deca-5,9-dienoic acid

: 1384463-68-6
(R,Z)-((3R,4S)-1-(tert-butyldiphenylsilyloxy)-4-hydroxyhex-5-en-3-yl) 8-hydroxydeca-5,9-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.75 h / 0 - 20 °C / Inert atmosphere

1.2: 6 h / 0 - 20 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

With 2,4,6-trichlorobenzoyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;
DOI:10.1016/j.tetasy.2012.04.019