(rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate

Base Information

• Chemical Name: (rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate
• CAS No.: 1173918-61-0
• Molecular Formula: C₁₂H₁₄N₄O₃
• Molecular Weight: 262.268
• Mol file: 1173918-61-0.mol

Synonyms:

Chemical Property of (rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate

There total 1 articles about (rac)-methyl 2-(2-azidoacetamido)-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: 40.0%

2-azidoacetic acid (18523-48-3) + methyl 2-amino-3-phenylpropanoate hydrochloride (5619-07-8) → (rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate (1173918-61-0)

Guidance literature:

2-azidoacetic acid; With 4-methyl-morpholine; isobutyl chloroformate; In chloroform; at -78 ℃; Inert atmosphere;

methyl 2-amino-3-phenylpropanoate hydrochloride; With triethylamine; In chloroform; at 20 ℃; for 24h;

DOI:10.1039/b819091g

Reference yield: 55.0%

(rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate (1173918-61-0) + [fac-Mn(CO)3(2,2,2-tris(pyrazol-1-yl)ethylpropargyl ether)]PF6 (1174157-93-7) → [fac-Mn(CO)3(MeOOCCH(CH2Ph)NHCOCH2(N3C2H)CH2OCH2C(C3H3N2)3)]PF6 (1174157-98-2)

Guidance literature:

With sodium ascorbate; CuSO₄*5H₂O; In water; tert-butyl alcohol; under N2, Schlenk techniques; Mn complex and N-azidoacetyl-DL-phenylalanine methyl ester suspended in t-BuOH/H2O (1/1), sodium ascorbate and Cu salt added, mixt. stirred at room temp. for 48 h; soln. poured into ice water, ppt. sepd. by centrifugation, dissolved in CH3CN, lyophilization; elem. anal.;

DOI:10.1039/b819091g

Reference yield: 48.0%

(rac)-methyl 2-(2-azidoacetamido)-3-phenylpropanoate (1173918-61-0) + bis-[p-(prop-2-ynyloxy)-benzyl-cyclopentadienyl] titanium(IV) dichloride (1331753-65-1) → bis-([2-(4-((1-(2-(1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methoxy)-benzyl)]-cyclopentadienyl) titanium(IV) dichloride (1331753-66-2)

Guidance literature:

With catalyst: CuI/2,6-lutidine; In dichloromethane; acetonitrile; Ti-contg. compd. (0.16 mmol), N3-contg. compd. (0.34 mmol) and CuI (0.03mmol) were mixed and dissolved in CH2Cl2/CH3CN (2:1); after addn. of 2, 6-lutidine (0.34 mmol), the mixt. was degassed, purged with Ar and stirred for 12 h in the dark; the volatiles were removed; the solid was extd. with CHCl3; the vol. of the ext. was reduced and Et2O was added; the ppt. was sepd. by filtration and washed with Et2O and hexane and dried under reduced pressure; elem. anal.;

DOI:10.1016/j.poly.2011.05.036

upstream raw materials:

2-azidoacetic acid

methyl 2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

[fac-Mn(CO)3(MeOOCCH(CH₂Ph)NHCOCH₂(N₃C₂H)CH₂OCH₂C(C₃H₃N₂)3)]PF₆

bis-([2-(4-((1-(2-(1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methoxy)-benzyl)]-cyclopentadienyl) titanium(IV) dichloride

(rac)-tri-tert-butyl 11-((1-(2-((1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-oxo-ethyl)-1H-1,2,3-triazol-4-yl)-methyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate

Refernces