(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

Base Information

Chemical Name:(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate
CAS No.:1367878-72-5
Molecular Formula:C₂₃H₃₂F₃NO₆Si
Molecular Weight:503.591
Hs Code.:

(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

Synonyms:(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

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Chemical Property of (4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

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Technology Process of (4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

There total 3 articles about (4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate 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: 62.0%

: 460-32-2
3-bromo-1,1,1-trifluoropropane

: 704910-38-3
(3S,3aS,7aR)-3-Formyl-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester

: 1367878-72-5
(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

Guidance literature:: 3-bromo-1,1,1-trifluoropropane; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 2h; Inert atmosphere;

(3S,3aS,7aR)-3-Formyl-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester; In diethyl ether; pentane; at -78 ℃; for 3h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.jfluchem.2012.01.003

Reference yield:

: 704910-44-1
(3R,3aS,7aR)-3-Hydroxymethyl-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester

: 1367878-72-5
(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether; pentane / 2 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

With tert.-butyl lithium; Dess-Martin periodane; In diethyl ether; dichloromethane; pentane;
DOI:10.1016/j.jfluchem.2012.01.003

Reference yield:

: 704910-37-2
(3R,3aS,7aR)-3-Benzyloxymethyl-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester

: 1367878-72-5
(4aR,7R,7aS)-methyl 6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxo-7-((S)-4,4,4-trifluoro-1-hydroxybutyl)octahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran

2.1: Dess-Martin periodane / dichloromethane / Inert atmosphere

3.1: tert.-butyl lithium / diethyl ether; pentane / 2 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 °C / Inert atmosphere

With 20 % Pd(OH)2/C; hydrogen; tert.-butyl lithium; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1016/j.jfluchem.2012.01.003