(3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Base Information

• Chemical Name: (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 1190082-08-6
• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.477
• Mol file: 1190082-08-6.mol

Synonyms:(3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Chemical Property of (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

There total 1 articles about (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 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: 93.0%

(3R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine (1190082-07-5) + vinyl magnesium bromide (1826-67-1) → (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1190082-08-6)

Guidance literature:

With copper(l) iodide; chloro-trimethyl-silane; lithium chloride;

DOI:10.1021/ol901704f

Reference yield: 92.0%

1-(benzenesulfonyl)-3-(bromomethyl)indole-2-carbaldehyde (1169833-46-8) + (3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1190082-08-6) → (3R,6R,7R,8S,8aR)-6-[(1-benzenesulfonyl-2-formyl-3-indolyl)-methyl]-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1202382-33-9)

Guidance literature:

(3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

1-(benzenesulfonyl)-3-(bromomethyl)indole-2-carbaldehyde; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; stereoselective reaction;

DOI:10.1021/jo902346j

Reference yield: 92.0%

(3R,7R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1190082-08-6) + bromopentene (1119-51-3) → C27H37NO4 (1190082-12-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ol901704f

upstream raw materials:

(3R,8S,8aR)-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine

vinyl magnesium bromide

Downstream raw materials:

C₂₇H₃₇NO₄

C₂₅H₃₃NO₄

(3R,6R,7R,8S,8aR)-6-[(1-benzenesulfonyl-2-formyl-3-indolyl)-methyl]-6-(tert-butoxycarbonyl)-8-ethyl-5-oxo-3-phenyl-7-vinyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine