(4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane
CAS No.:688753-63-1
Molecular Formula:C₃₆H₆₀O₈Si₂
Molecular Weight:677.039
Hs Code.:

Synonyms:(4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

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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 (4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

There total 2 articles about (4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane 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: 72.0%

: 107-30-2
chloromethyl methyl ether

: 637020-29-2
(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1-((4S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentane-1,3-diol

: 688753-63-1
(4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 96h; Heating;
DOI:10.1016/j.tet.2004.02.003

Reference yield:

: 115043-29-3
2-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

: 688753-63-1
(4S)-4-[(1R,2S,3S,4S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1,3-bis(methoxymethoxy)pentyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: chlorodicyclohexylborane; Et₃N / diethyl ether / 0 °C

1.2: diethyl ether / 5 h / -78 - 0 °C

1.3: 75 percent / LiBH₄ / diethyl ether / 2 h / -78 °C

2.1: 72 percent / DIPEA / CH₂Cl₂ / 96 h / Heating

With dicyclohexylboron chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2004.02.003