Z-D-ALA-NH2

Base Information

• Chemical Name: Z-D-ALA-NH2
• CAS No.: 151378-81-3
• Molecular Formula: C11H14 N2 O3
• Molecular Weight: 222.244
• Mol file: 151378-81-3.mol

Synonyms:Carbamicacid, (2-amino-1-methyl-2-oxoethyl)-, phenylmethyl ester, (R)-; Carbamic acid,[(1R)-2-amino-1-methyl-2-oxoethyl]-, phenylmethyl ester (9CI);N-Benzyloxycarbonyl-D-alanine amide

Chemical Property of Z-D-ALA-NH2

Chemical Property:

• Melting Point: 132-134 °C
• Boiling Point: 443.8±38.0 °C(Predicted)
• PKA: 11.17±0.46(Predicted)
• PSA: 81.42000
• Density: 1.199±0.06 g/cm3(Predicted)
• LogP: 1.87780
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98.5% ^*data from raw suppliers

Z-D-alanine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-D-ALA-NH2

There total 7 articles about Z-D-ALA-NH2 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: 77.0%

N-benzyloxycarbonyl-D-alanine (26607-51-2) → benzyl [(1R)-2-amino-1-methyl-2-oxoethyl]carbamate (151378-81-3)

Guidance literature:

N-benzyloxycarbonyl-D-alanine; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2017.10.015

Reference yield: 75.0%

N-benzyloxycarbonyl-D-alanine methyl ester (28819-05-8,64562-95-4,67799-99-9) → benzyl [(1R)-2-amino-1-methyl-2-oxoethyl]carbamate (151378-81-3)

Guidance literature:

With ammonia; In methanol; at 50 ℃; Sealed tube;

DOI:10.3390/molecules25061315

Reference yield:

C16H21NO6 (102988-93-2) → benzyl [(1R)-2-amino-1-methyl-2-oxoethyl]carbamate (151378-81-3)

Guidance literature:

With ammonia; In tetrahydrofuran; at -15 - 20 ℃; for 1.5h;

DOI:10.1021/jm991119p

upstream raw materials:

N-benzyloxycarbonyl-L-alanine

N-benzyloxycarbonyl-D-alanine

C₁₆H₂₁NO₆

N-benzyloxycarbonyl-D-alanine methyl ester

Downstream raw materials:

benzyl [(1R,2Z)-2-amino-2-(hydroxyimino)-1-methylethyl]carbamate

benzyl [(1R)-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl]carbamate

C₁₁H₁₄N₂O₂S

benzyl N-[(1R)-1-(1H-1,2,3,4-tetrazol-5-yl)ethyl]carbamate

Refernces

• 1、 Ezawa, Tetsuya,Kawashima, Yuya,Noguchi, Takuya,Jung, Seunghee,Imai, Nobuyuki. "Amidation of carboxylic acids via the mixed carbonic carboxylic anhydrides and its application to synthesis of antidepressant (1S,2R)-tranylcypromine". . p. 1690 - 1699. Retrieved 2017/11/14.
• 2、 -. "Diacyl derivatives of propylene diamine having herbicidal activity". . . Retrieved 2008/06/13.