(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

Base Information

Chemical Name:(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol
CAS No.:288607-98-7
Molecular Formula:C₃₉H₆₄O₇Si
Molecular Weight:673.018
Hs Code.:

Synonyms:(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

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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,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

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Technology Process of (2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

There total 1 articles about (2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol 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: 77.0%

: (2R,3S,4RS,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]hexadecyl pivalate

: (2R,3S,4S,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

: 288607-98-7
(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.25h;
DOI:10.1016/S0040-4020(00)00337-9

Reference yield:

: 288607-98-7
(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

: (4S,5S,6R)-6-[(S)-11-(tert-Butyl-diphenyl-silanyloxy)-dodecyl]-5-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -50 - 20 ℃;
DOI:10.1016/S0040-4020(00)00337-9

Reference yield:

: 288607-98-7
(2R,3S,4R,15S)-15-[[tert-butyl(diphenyl)silyl]oxy]-2,4-isopropylidenedioxy-3-[(2-methoxyethoxy)methoxy]-1-hexadecanol

: 288608-00-4
(2E,4R,5S,6R,17S)-17-[[tert-butyl(diphenyl)silyl]oxy]-4,6-isopropylidenedioxy-5-[(2-methoxyethoxy)methoxy]-2-octadecenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -50 - 20 °C

2.1: n-BuLi / CH₂Cl₂; hexane / 0.33 h / 0 °C

2.2: 91 percent / CH₂Cl₂; hexane / 0.33 h / 0 °C

3.1: LiOH*H₂O; H₂O / methanol / 4 h / 40 °C

With lithium hydroxide; n-butyllithium; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; In methanol; hexane; dichloromethane; 1.1: Swern oxidation / 2.1: depronoation / 2.2: Wittig reaction / 3.1: Hydrolysis;
DOI:10.1016/S0040-4020(00)00337-9