N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

Base Information

• Chemical Name: N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene
• CAS No.: 114671-09-9
• Molecular Formula: C₁₈H₂₈ClNO₂Si
• Molecular Weight: 353.964
• Mol file: 114671-09-9.mol

Synonyms:N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

Chemical Property of N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

There total 5 articles about N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene 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:

(4S)-4-(N-tert-butoxycarbonyl)amino-5-phenyl-2-penten-1-ol (124818-93-5) → N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene (114671-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide, Ph₃P

2: 2,6-lutidine

With 2,6-dimethylpyridine; N-chloro-succinimide; triphenylphosphine;

DOI:10.1016/S0040-4039(00)96439-6

Reference yield:

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate (124818-94-6,116246-06-1) → N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene (114671-09-9)

Guidance literature:

Multi-step reaction with 3 steps

1: i-Bu₂AlH, BF₃*OEt₂

2: N-chlorosuccinimide, Ph₃P

3: 2,6-lutidine

With 2,6-dimethylpyridine; N-chloro-succinimide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triphenylphosphine;

DOI:10.1016/S0040-4039(00)96439-6

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + (4S)-N-(tert-botoxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene (124818-81-1) → N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene (114671-09-9)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; for 0.25h; Ambient temperature;

upstream raw materials:

t-butyldimethylsiyl triflate

(4S)-N-(tert-botoxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

(4S)-4-(N-tert-butoxycarbonyl)amino-5-phenyl-2-penten-1-ol

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

Downstream raw materials:

(4S,5S)-4-benzyl-5-(2-hydroxyethyl)-2-oxazolidinone

N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

(3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid

(3S,4S)-4-Amino-5-phenyl-pentane-1,3-diol