(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester
CAS No.:350246-26-3
Molecular Formula:C₃₀H₄₃NO₆Si
Molecular Weight:541.76
Hs Code.:

Synonyms:(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

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Chemical Property of (2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

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Technology Process of (2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

There total 11 articles about (2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester 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:

: 22927-31-7
4-oxobutyl benzoate

: 350246-26-3
(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

2: 2.25 g / toluene / 24 h / 70 °C

3: H₂ / 20percent Pd/C / methanol / 48 h

4: 2.88 g / NaHCO₃ / diethyl ether / 20 h / 0 °C

With hydrogen; sodium hydrogencarbonate; magnesium sulfate; 20percent Pd/C; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2

Reference yield:

: 220861-39-2
(R)-3-((tert-butyldimethylsilyl)oxy)pent-4-enal

: 350246-26-3
(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / H₂NOH*HCl / aq. ethanol / 14 h / 20 °C

2: sodium cyanoborohydride; HCl / methanol / 0.5 h / -10 °C

3: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

4: 2.25 g / toluene / 24 h / 70 °C

5: H₂ / 20percent Pd/C / methanol / 48 h

6: 2.88 g / NaHCO₃ / diethyl ether / 20 h / 0 °C

With hydrogenchloride; hydroxylamine hydrochloride; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; magnesium sulfate; 20percent Pd/C; In methanol; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2

Reference yield:

: 220861-37-0
(R)-tert-butyl 3-hydroxypent-4-enoate

: 350246-26-3
(2S,3S,4R)-2-(3-Benzoyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / imidazole / CH₂Cl₂ / 4 h

2: 79 percent / DIBAL / hexane; toluene / 0.5 h / -78 °C

3: 98 percent / H₂NOH*HCl / aq. ethanol / 14 h / 20 °C

4: sodium cyanoborohydride; HCl / methanol / 0.5 h / -10 °C

5: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

6: 2.25 g / toluene / 24 h / 70 °C

7: H₂ / 20percent Pd/C / methanol / 48 h

8: 2.88 g / NaHCO₃ / diethyl ether / 20 h / 0 °C

With 1H-imidazole; hydrogenchloride; hydroxylamine hydrochloride; hydrogen; diisobutylaluminium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; magnesium sulfate; 20percent Pd/C; In methanol; diethyl ether; ethanol; hexane; dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2