N-ACETYL-DL-ALLYLGLYCINE

Base Information

• Chemical Name: N-ACETYL-DL-ALLYLGLYCINE
• CAS No.: 50299-14-4
• Molecular Formula: C7H11 N O3
• Molecular Weight: 157.169
• Hs Code.: 2924199090
• Mol file: 50299-14-4.mol

Synonyms:4-Pentenoicacid, 2-(acetylamino)-, (?à)-; DL-C-Allyl-N-acetylglycine; N-Acetyl-D,L-allylglycine;N-Acetyl-DL-allylglycine; NSC 270552

Chemical Property of N-ACETYL-DL-ALLYLGLYCINE

Chemical Property:

• Vapor Pressure: 6.6E-07mmHg at 25°C
• Melting Point: 114 °C
• Boiling Point: 382.4°C at 760 mmHg
• PKA: 3.58±0.10(Predicted)
• Flash Point: 185.1°C
• PSA: 66.40000
• Density: 1.121g/cm³
• LogP: 0.54270
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-DL-allylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of N-ACETYL-DL-ALLYLGLYCINE

There total 8 articles about N-ACETYL-DL-ALLYLGLYCINE 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: 82.0%

ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate (14109-62-7) → N-Acetyl-α-allylglycine (50299-14-4)

Guidance literature:

ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate; With water; potassium hydroxide; at 100 ℃; for 3h;

With hydrogenchloride; at 100 ℃; for 3h; pH=3.5;

DOI:10.1021/jacs.9b07223

Reference yield: 56.0%

allyl bromide (106-95-6) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → N-Acetyl-α-allylglycine (50299-14-4)

Guidance literature:

allyl bromide; 2-acetylaminomalonic acid diethyl ester; With potassium tert-butylate;

With sodium hydroxide;

With hydrogenchloride; Further stages.;

DOI:10.1016/j.tet.2003.10.116

Reference yield:

ethyl 2-(acetamido)-4-pentenoate (98378-81-5) → N-Acetyl-α-allylglycine (50299-14-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 0 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.11.007

upstream raw materials:

acetylamino-allyl-malonic acid

rac-allylglycine

acetic anhydride

Acetamino-allyl-malonsaeure-monoaethylester

Downstream raw materials:

N-Acetyl-D-α-allylglycine

(S)-2-(benzyloxycarbonylamino)pent-4-enoic acid

(R)-2-(benzyloxycarbonylamino)pent-4-enoic acid

(2R,4S)-4-hydroxypipecolic acid methyl ester

Refernces

• 1、 Gharakhanian, Eric G.,Bahrun, Ehab,Deming, Timothy J.. "Influence of Sulfoxide Group Placement on Polypeptide Conformational Stability". supporting information. p. 14530 - 14533. Retrieved 2019/10/02.
• 2、 Lloyd, Richard C.,Lloyd, Michael C.,Smith, Mark E. B.,Holt, Karen E.,Swift, Jonathan P.,Keene, Philip A.,Taylor, Stephen J. C.,McCague, Raymond. "Use of hydrolases for the synthesis of cyclic amino acids". . p. 717 - 728. Retrieved 2007/10/03.