(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

Base Information

Chemical Name:(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate
CAS No.:326921-50-0
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

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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,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

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Technology Process of (2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

There total 8 articles about (2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 326921-59-9
(2R,3S,5Z)-2-hydroxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

: 326921-50-0
(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃;
DOI:10.1016/S0040-4039(00)01285-5

Reference yield:

: 67320-20-1,83692-41-5,94292-91-8,64722-95-8
1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

: 326921-50-0
(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h

2: 85 percent / HgCl₂; yellow HgO / acetonitrile; H₂O / 0.67 h / 0 °C

3: diethyl ether; tetrahydrofuran / 1 h / -78 °C

4: 96 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 30 h / 40 °C

5: 93 percent / pyridine / 1 h

6: 98 percent / imidazole / dimethylformamide / 15 h / 20 °C

With pyridine; 1H-imidazole; sodium hydride; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; 3: Wittig reaction;
DOI:10.1016/S0040-4020(01)00279-4

Reference yield:

: 3282-30-2
pivaloyl chloride

: 326921-50-0
(2R,3S,5Z)-2-t-butyldimethylsilyloxy-3-p-methoxybenzyloxyoct-5-enyl pivalate

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 1 h

2: 98 percent / imidazole / dimethylformamide / 15 h / 20 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00279-4