tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate

Base Information

• Chemical Name: tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate
• CAS No.: 136093-04-4
• Molecular Formula: C₂₆H₃₅NO₃
• Molecular Weight: 409.569
• Mol file: 136093-04-4.mol

Synonyms:

Chemical Property of tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate

There total 2 articles about tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate 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:

heptanal (111-71-7) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → 5-Hexyl-2,2-diphenyl-oxazolidine-4-carboxylic acid tert-butyl ester + erythro-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate (136093-04-4,136093-05-5) + threo-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate (136093-04-4,136093-05-5)

Guidance literature:

With sodium hydroxide; N-benzylcinchoninium chloride; In dichloromethane; for 4h; Product distribution; Ambient temperature; reaction of various aldehydes; diastereoselectivity; variations on conditions (solvents, catalysts, bases, concentrations of bases) for PTC aldol reaction of imine 2 and heptanal;

DOI:10.1016/S0040-4020(01)80971-6

Reference yield:

heptanal (111-71-7) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → 5-Hexyl-2,2-diphenyl-oxazolidine-4-carboxylic acid tert-butyl ester + erythro-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate (136093-04-4,136093-05-5) + threo-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate (136093-04-4,136093-05-5)

Guidance literature:

With sodium hydroxide; N-benzylcinchoninium chloride; In dichloromethane; for 4h; Product distribution; Ambient temperature; reaction of various aldehydes; diastereoselectivity; variations on conditions (solvents, catalysts, bases, concentrations of bases) for PTC aldol reaction of imine 2 and heptanal;

DOI:10.1016/S0040-4020(01)80971-6

Reference yield:

tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate (136093-04-4,136093-05-5) → erythro-tert-butyl 2-(benzhydrylamino)-3-hydroxynonanoate (136093-18-0,136093-19-1) + threo-tert-butyl 2-(benzhydrylamino)-3-hydroxynonanoate (136093-18-0,136093-19-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4020(01)80971-6

upstream raw materials:

heptanal

N-(diphenylmethylene)glycine tert-butyl ester

Downstream raw materials:

erythro-tert-butyl 2-(benzhydrylamino)-3-hydroxynonanoate

threo-tert-butyl 2-(benzhydrylamino)-3-hydroxynonanoate

((2S,3S)-1-Benzyloxy-2-hexyl-4-oxo-azetidin-3-yl)-carbamic acid tert-butyl ester

((2R,3S)-1-Benzyloxy-2-hexyl-4-oxo-azetidin-3-yl)-carbamic acid tert-butyl ester

Refernces