(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

Base Information

Chemical Name:(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol
CAS No.:807365-21-5
Molecular Formula:C₃₇H₅₂O₅Si
Molecular Weight:604.902
Hs Code.:

Synonyms:(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

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Chemical Property of (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

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Technology Process of (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

There total 9 articles about (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-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:

: 97250-25-4
tert-Butyldiphenylsilyl β-hydroxybutanone

: 807365-21-5
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / LDA / tetrahydrofuran / -78 °C

2: Li(tBuO)3AlH; LiI

3: TsOH*H₂O

4: 63 percent / DDQ / pH 7

With toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium iodide; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.09.124

Reference yield:

: 147252-93-5
(3S)-3-(benzyloxy)-2,2-dimethyl-4-penten-1-ol

: 807365-21-5
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH; TBAI / dimethylformamide

2.1: BH₃*THF

2.2: 72 percent / H₂O₂; NaOH

3.1: 92 percent / (COCl)2; DMSO; Et₃N

4.1: 76 percent / LDA / tetrahydrofuran / -78 °C

5.1: Li(tBuO)3AlH; LiI

6.1: TsOH*H₂O

7.1: 63 percent / DDQ / pH 7

With borane-THF; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; lithium tri-t-butoxyaluminum hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.09.124

Reference yield:

: 135413-38-6
(3S,5R,7S)-7-benzyloxy-1-tert-butyldiphenylsiloxy-9-(p-methoxyphenyl)methoxy-8,8-dimethylnonane-3,5-diol

: 807365-21-5
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: TsOH*H₂O

2: 63 percent / DDQ / pH 7

With toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1016/j.tetlet.2004.09.124