(S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Base Information

• Chemical Name: (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate
• CAS No.: 125376-42-3
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358
• Mol file: 125376-42-3.mol

Synonyms:(S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Chemical Property of (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

There total 4 articles about (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate 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: 99.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + propargyl bromide (106-96-7) → (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate (125376-42-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; toluene; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201900620

Reference yield: 99.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + propargyl alcohol (107-19-7) → (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate (125376-42-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201604247

Reference yield: 91.0%

Boc-D-Phe-OH (18942-49-9) + propargyl bromide (106-96-7) → (S)-prop-2-yn-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate (125376-42-3)

Guidance literature:

Boc-D-Phe-OH; With potassium carbonate; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

propargyl bromide; In N,N-dimethyl-formamide; toluene; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo100537q

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-Amino-3-phenyl-propionic acid prop-2-ynyl ester; compound with toluene-4-sulfonic acid

Boc-D-Phe-OH

propargyl bromide

Downstream raw materials:

(S)-2-Amino-3-phenyl-propionic acid 6-((S)-2-amino-3-phenyl-propionyloxy)-hexa-2,4-diynyl ester; compound with toluene-4-sulfonic acid

(S)-2-Amino-3-phenyl-propionic acid 6-((S)-2-amino-3-phenyl-propionyloxy)-hexa-2,4-diynyl ester; compound with trifluoro-acetic acid

(S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid 6-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-hexa-2,4-diynyl ester