(S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate
• CAS No.: 1160187-50-7
• Molecular Formula: C₁₆H₂₀N₄O₂
• Molecular Weight: 300.36
• Mol file: 1160187-50-7.mol

Synonyms:(S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate

Chemical Property of (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate

There total 3 articles about (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate 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: 82.0%

propargyl bromide (106-96-7) + (S)-(+)-1-<(butoxycarbonyl)amino>-1-phenylethyl azide (137102-29-5) → (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate (1160187-50-7)

Guidance literature:

(S)-(+)-1-<(butoxycarbonyl)amino>-1-phenylethyl azide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Inert atmosphere; Cooling with ice;

propargyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c1ob05255a

Reference yield:

tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate (117049-14-6) → (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate (1160187-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

3.2: 0.5 h / 0 - 20 °C / Inert atmosphere

With pyridine; sodium azide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c1ob05255a

Reference yield:

(S)-(+)-<2-<(methylsulfonyl)oxy>-1-phenylethyl>carbamic acid 1,1-dimethylethyl ester (110143-62-9) → (S)-tert-butyl-2-azido-1-phenyl-ethyl(prop-2-ynyl)carbamate (1160187-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium azide / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

2.2: 0.5 h / 0 - 20 °C / Inert atmosphere

With sodium azide; sodium hydride; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c1ob05255a

upstream raw materials:

propargyl bromide

(S)-(+)-1-<(butoxycarbonyl)amino>-1-phenylethyl azide

tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate

(S)-(+)-<2-<(methylsulfonyl)oxy>-1-phenylethyl>carbamic acid 1,1-dimethylethyl ester

Downstream raw materials:

(6S)-tert-butyl-6-phenyl-3-pyridin-3-yl-6,7-dihydro-4H-[1,2,3]triazolo[1,5-a]pyrazine-5-carboxylate

(6S)-3-(4-methoxyphenyl)-6-phenyl-6,7-dihydro-4H-[1,2,3]triazolo[1,5-a]pyrazine

(6S)-6-phenyl-3-pyridin-3-yl-6,7-dihydro-4H-[1,2,3]triazolo[1,5-a]pyrazine

(6S)-3-(4-trifluoromethylphenyl)-6-phenyl-6,7-dihydro-4H-[1,2,3]triazolo[1,5-a]pyrazine