(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

Base Information

Chemical Name:(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal
CAS No.:928621-25-4
Molecular Formula:C₄₁H₆₈O₇Si₃
Molecular Weight:757.243
Hs Code.:

(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

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

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

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

There total 8 articles about (3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal 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: 70.0%

: 936015-50-8
(4S,6R)-4-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-6-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-1-methyl-butyl]-[1,3]dioxan-2-one

: 928621-25-4
(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 23 ℃;
DOI:10.1021/ol0629869

Reference yield:

: 928621-18-5
(3R,4S)-1-(tert-butyl-diphenyl-silanyloxy)-4-(4,4,5,5-tetraphenyl-[1,3,2]dioxaborolan-2-yl)hex-5-en-3-ol

: 928621-25-4
(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

3: 85 percent / toluene / 24 h / 115 °C

4: 70 percent / NIS / CHCl₃ / 23 °C

5: 88 percent / n-Bu₃SnH; Et₃B / tetrahydrofuran; hexane / 4 h / -78 °C

6: 70 percent / DDQ; aq. buffer / CH₂Cl₂ / 0 - 23 °C / pH 7

7: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

With 2,6-dimethylpyridine; N-iodo-succinimide; triethyl borane; tri-n-butyl-tin hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene;
DOI:10.1021/ol0629869

Reference yield:

: 928621-19-6
2-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-1-vinyl-butyl]-4,4,5,5-tetraphenyl-[1,3,2]dioxaborolane

: 928621-25-4
(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

2: 85 percent / toluene / 24 h / 115 °C

3: 70 percent / NIS / CHCl₃ / 23 °C

4: 88 percent / n-Bu₃SnH; Et₃B / tetrahydrofuran; hexane / 4 h / -78 °C

5: 70 percent / DDQ; aq. buffer / CH₂Cl₂ / 0 - 23 °C / pH 7

6: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

With N-iodo-succinimide; triethyl borane; tri-n-butyl-tin hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene;
DOI:10.1021/ol0629869