tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate

Base Information

• Chemical Name: tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate
• CAS No.: 612825-71-5
• Molecular Formula: C₂₈H₃₇NO₂Si
• Molecular Weight: 447.693
• Mol file: 612825-71-5.mol

Synonyms:tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate

Chemical Property of tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate

There total 5 articles about tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate 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: 91.0%

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + (3-bromoprop-1-yn-1-yl)triethylsilane (220913-60-0) → tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate (612825-71-5)

Guidance literature:

With potassium hydroxide; O⁽⁹⁾-allyl-N⁽¹⁾-2',3',4'-trifluorobenzylhydrocinchonidinium bromide; In chloroform; water; toluene; at -30 ℃; for 20h;

DOI:10.1021/ja909870g

Reference yield:

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + (3-bromoprop-1-yn-1-yl)triethylsilane (220913-60-0) → tert-butyl (2R)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate + tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate (612825-71-5)

Guidance literature:

With potassium hydroxide; O⁽⁹⁾-All-N-(2',3',4'-trifluorobenzyl)hydrocinchonidinium bromide; In chloroform; toluene; at -20 ℃; for 7h; Title compound not separated from byproducts;

DOI:10.1021/ol035236x

Reference yield:

(3-chloroprop-1-ynyl)triethylsilane (17889-26-8) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → tert-butyl (2R)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate + tert-butyl (2S)-2-(benzhydrylidene-amino)-5-triethylsilyl-4-pentynoate (612825-71-5)

Guidance literature:

With potassium hydroxide; O⁽⁹⁾-All-N-(2',3',4'-trifluorobenzyl)hydrocinchonidinium bromide; In chloroform; toluene; at 0 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1021/ol035236x

upstream raw materials:

(3-chloroprop-1-ynyl)triethylsilane

N-(diphenylmethylene)glycine tert-butyl ester

(3-bromoprop-1-yn-1-yl)triethylsilane

Downstream raw materials:

tert-butyl (2S)-2-benzyloxycarbonylamino-5-triethylsilyl-4-pentynoate