D-Alanine N-carboxyanhydride

Base Information

• Chemical Name: D-Alanine N-carboxyanhydride
• CAS No.: 4829-14-5
• Molecular Formula: C₄H₅NO₃
• Molecular Weight: 115.089
• Mol file: 4829-14-5.mol

Synonyms:alanine-N-carboxy anhydride;(+-)-4-Methyl-oxazolidin-2,5-dion;DL-4-methyl-1,3-oxazolidine-2,5-dione;(+-)-4-methyl-oxazolidine-2,5-dione;(R)-4-Methyl-oxazolidine-2,5-dione;N-carboxyanhydrides of alanine;DL-alanine-N-carboxanhydride;

Chemical Property of D-Alanine N-carboxyanhydride

Chemical Property:

• PKA: 9.38±0.40(Predicted)
• PSA: 58.89000
• Density: 1.296±0.06 g/cm3(Predicted)
• LogP: -0.71870
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-4-Methyloxazolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-4-Methyloxazolidine-2,5-dione can be used a reagent in the synthesis of poly(alanine) and a modifier in poly(ethylene glycol) and l-poly(alanine-co-phenylalanine).

Technology Process of D-Alanine N-carboxyanhydride

There total 13 articles about D-Alanine N-carboxyanhydride 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: 87.7%

bis(trichloromethyl) carbonate (32315-10-9) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → DL-4-methyl-1,3-oxazolidine-2,5-dione (2224-52-4,4829-14-5,30291-41-9,45530-11-8,45530-21-0)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; at 70 - 80 ℃; for 7h; Product distribution / selectivity;

Reference yield: 83.0%

phosgene (75-44-5) + D-Alanine (338-69-2,25191-17-7,18875-37-1) → (4R)-4-methyl-1,3-oxazolidine-2,5-dione (1192-73-0,2224-52-4,4829-14-5,30291-41-9,45530-11-8,45530-21-0)

Guidance literature:

In tetrahydrofuran;

DOI:10.1007/s00044-015-1410-0

Reference yield: 58.5%

bis(trichloromethyl) carbonate (32315-10-9) + L-alanine (56-41-7,25191-17-7,18875-37-1) → L-leucine (1192-73-0,2224-52-4,4829-14-5,30291-41-9,45530-11-8,45530-21-0)

Guidance literature:

In tetrahydrofuran; at 40 - 50 ℃; for 5h;

DOI:10.1016/S0040-4039(00)82209-1

upstream raw materials:

phosgene

D-Alanine

N-benzyloxycarbonyl-D-alanine

bis(trichloromethyl) carbonate

Downstream raw materials:

(+/-)-cathinone

DL-alanine hydroxamic acid

5-Cyclohexyl-2-methylhydantoinsaeure

D,L-alanine cyclohexylamide