D,L-Vinylglycine

Base Information

• Chemical Name: D,L-Vinylglycine
• CAS No.: 56512-51-7
• Molecular Formula: C4H7 N O2
• Molecular Weight: 101.105
• Mol file: 56512-51-7.mol

Synonyms:D,L-Vinylglycine

Chemical Property of D,L-Vinylglycine

Chemical Property:

• Boiling Point: 256.1°Cat760mmHg
• PKA: 1.99±0.10(Predicted)
• Flash Point: 108.7°C
• PSA: 49.33000
• Density: 1.144g/cm³
• LogP: 0.19500
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 84.2

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(C(=O)[O-])[NH3+]

Technology Process of D,L-Vinylglycine

There total 11 articles about D,L-Vinylglycine 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: 85.0%

2-benzyl 2-N-tert-butoxycarbonylamino-3-butenoate (104523-58-2) → 2-amino-3-butenoic acid (56512-51-7)

Guidance literature:

With hydrogenchloride; for 2h; Reflux;

DOI:10.1039/c5sc03558a

Reference yield: 80.0%

ethyl 2-acetamido-2-(ethoxycarbonyl)but-3-enoate (70562-47-9) → 2-amino-3-butenoic acid (56512-51-7)

Guidance literature:

With hydrogenchloride; In methanol; for 4h; Heating;

DOI:10.1021/jo00367a031

Reference yield: 53.0%

methyl N-chlorobut-3-enimidate → 2-amino-3-butenoic acid (56512-51-7)

Guidance literature:

With sodium hydroxide; for 10h; Ambient temperature;

upstream raw materials:

vinyl glycolic acid

(E)-but-2-enoic acid

2-tert-Butoxycarbonylamino-but-3-enoic acid methyl ester

ethyl 2-acetamido-2-(ethoxycarbonyl)but-3-enoate

Downstream raw materials:

DL-methionine

(+/-)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-butenoic acid

Glutamic acid

2-amino-3-methylbutanedioic acid

Refernces

• 1、 Guo, Jun-Xia,Zhou, Ting,Xu, Bin,Zhu, Shou-Fei,Zhou, Qi-Lin. "Enantioselective synthesis of α-alkenyl α-amino acids via N-H insertion reactions". . p. 1104 - 1108. Retrieved 2016/02/09.
• 2、 Aurell,Gil,Martinez,Parra,Tortajada,Mestres. "Polyenolates of unsaturated carboxylic acids in synthesis. Synthesis of unsaturated α-amino acids and γ-hydrazino acids". . p. 1833 - 1839. Retrieved 2007/10/02.