N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide

Base Information

• Chemical Name: N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide
• CAS No.: 1221966-84-2
• Molecular Formula: C₁₆H₂₂ClNO₂
• Molecular Weight: 295.809
• Mol file: 1221966-84-2.mol

Synonyms:N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide

Chemical Property of N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide

There total 1 articles about N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide 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: 66.0%

(S,E)-N-(8-chloro-2-methyl-5-oxooct-6-en-4-yl)benzamide (1221966-80-8) → N-[(E,4S,5S)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl]benzamide (938449-03-7) + N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide (1221966-84-2)

Guidance literature:

(S,E)-N-(8-chloro-2-methyl-5-oxooct-6-en-4-yl)benzamide; With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; ethanol; at -78 ℃; Inert atmosphere;

With water; citric acid; In tetrahydrofuran; ethanol; optical yield given as %de; stereoselective reaction;

DOI:10.1016/j.tet.2010.01.075

Reference yield: 95.0%

N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide (1221966-84-2) + tert-butyldimethylsilyl chloride (18162-48-6) → N-((4S,5R,E)-5-(tert-butyldimethylsilyloxy)-8-chloro-2-methyloct-6-en-4-yl)benzamide (1221966-92-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.075

Reference yield: 90.0%

N-((4S,5R,E)-8-chloro-5-hydroxy-2-methyloct-6-en-4-yl)benzamide (1221966-84-2) + methoxymethoxy chloride (150587-19-2) → N-((4S,5R,E)-8-chloro-5-(methoxymethoxy)-2-methyloct-6-en-4-yl)benzamide (1221966-90-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.075

upstream raw materials:

(S,E)-N-(8-chloro-2-methyl-5-oxooct-6-en-4-yl)benzamide

Downstream raw materials:

(4S,5S,6R)-4-isobutyl-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazin-5-ol

(4S,5S,6S)-4-isobutyl-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazin-5-ol

N-((4S,5R,E)-5-(benzyloxymethoxy)-8-chloro-2-methyloct-6-en-4-yl)benzamide

N-((4S,5R,E)-5-(benzyloxy)-8-chloro-2-methyloct-6-en-4-yl)benzamide