(S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

Base Information

• Chemical Name: (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate
• CAS No.: 1252881-53-0
• Molecular Formula: C₂₁H₃₁N₄O₇P
• Molecular Weight: 482.473
• Mol file: 1252881-53-0.mol

Synonyms:(S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

Chemical Property of (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

There total 10 articles about (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate 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: 80.0%

diethyl ethynylphosphonate (4851-51-8) + benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6) → (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate (1252881-53-0)

Guidance literature:

With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); In toluene; at 60 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1007/s00726-011-1145-2

Reference yield: 41.0%

diethyl ethynylphosphonate (4851-51-8) + benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6) → (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate (1252881-53-0) + (S)-benzyl 2-(t-butoxycarbonylamino)-3-(4-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate

Guidance literature:

In toluene; at 110 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1007/s00726-011-1145-2

Reference yield:

benzyl bromide (100-39-0) → (S)-benzyl 2-(t-butoxycarbonylamino)-3-(5-(diethoxyphosphoryl)-1H-1,2,3-triazol-1-yl)propanoate (1252881-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 18 h / 20 °C

2: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / toluene / 1.5 h / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In toluene; acetonitrile;

upstream raw materials:

diethyl ethynylphosphonate

benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

benzyl bromide

(S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid