(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1160437-84-2
Molecular Formula:C₁₈H₂₄F₃NO₇S
Molecular Weight:455.452
Hs Code.:

Synonyms:(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl 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:

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 303043-57-4
(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

: 1160437-84-2
(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1160437-84-2
(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

: 1160437-83-1
(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-methoxycarbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: methanol; With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

carbon monoxide; (3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester; With triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 4h; under 3750.38 Torr;

carbon monoxide; With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In N,N-dimethyl-formamide; at 70 ℃; for 12h; under 3750.38 Torr;

Reference yield:

: 1160437-84-2
(3R,4R,5S)-3-hydroxy-5-hydroxymethyl-4-(4-trifluoromethanesulfonyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

: 1160437-86-4
(3S,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl)-phenyl]-3-methoxymethyl-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1,3-bis-(diphenylphosphino)propane / palladium diacetate / N,N-dimethyl-formamide / 0.33 h / 20 °C

1.2: 4 h / 70 °C / 3750.38 Torr

1.3: 12 h / 70 °C / 3750.38 Torr

2.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; oil / 19 h / -10 - 20 °C

4.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 90 °C

4.2: pH 3

5.1: borane-THF / tetrahydrofuran / 1 - 3 h / 20 °C

6.1: methanesulfonyl chloride; triethylamine / dichloromethane / 16 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; oil / 19 h / -10 - 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 - 2 h / 20 °C

9.1: sodium hydride / oil / 2 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; borane-THF; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; water; tetra-(n-butyl)ammonium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; oil;