(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

Base Information

Chemical Name:(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol
CAS No.:304671-65-6
Molecular Formula:C₂₄H₄₂O₅Si
Molecular Weight:438.68
Hs Code.:

Synonyms:(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

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Chemical Property of (2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

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Technology Process of (2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

There total 6 articles about (2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-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: 82.0%

: 303727-86-8
(R)-4-Benzyl-3-{(2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one

: 304671-65-6
(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

Guidance literature:: With lithium borohydride; ethanol; In tetrahydrofuran; at 0 - 20 ℃; for 13h;
DOI:10.1021/ja0015287

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 304671-65-6
(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: Lut_.

2: LiBH₄ / tetrahydrofuran; ethanol

With lithium borohydride; In tetrahydrofuran; ethanol;
DOI:10.1021/ol9910870

Reference yield:

: 132969-62-1
(2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone

: 304671-65-6
(2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: Me₃Al / -78 °C

2: DDQ; 4 Angstroem MS

3: LAH / tetrahydrofuran

4: Bu₂BOTf

5: Lut_.

6: LiBH₄ / tetrahydrofuran; ethanol

With lithium aluminium tetrahydride; lithium borohydride; 4 Angstroem MS; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol;
DOI:10.1021/ol9910870