N-Formyl-L-alanine

Base Information

• Chemical Name: N-Formyl-L-alanine
• CAS No.: 10512-86-4
• Molecular Formula: C₄H₇NO₃
• Molecular Weight: 117.104
• Hs Code.: 2924199090
• European Community (EC) Number: 234-045-4
• DSSTox Substance ID: DTXSID20878743
• Nikkaji Number: J208.506B
• Wikidata: Q82860769
• ChEMBL ID: CHEMBL1221840
• Mol file: 10512-86-4.mol

Synonyms:N-Formyl-L-alanine;10512-86-4;(S)-2-Formamidopropanoic acid;Formyl-L-alanine;(2S)-2-formamidopropanoic acid;L-Alanine, N-formyl-;EINECS 234-045-4;Alanine, N-formyl-;formylalanine;N-Formylalanine #;DL-Alanine, N-formyl-;For-Ala-OH;For-L-Ala-OH;L-Alanine,N-formyl-;SCHEMBL697887;CHEMBL1221840;DTXSID20878743;SRBATDDRZARFDZ-VKHMYHEASA-N;NSC 6749;EINECS 227-574-7;MFCD00037357;AKOS010366955;FD21046;HY-W141839;AS-48941;CS-0201635;F0108;A801152;J-001346

Chemical Property of N-Formyl-L-alanine

Chemical Property:

• Melting Point: 147-148 °C
• Refractive Index: -32 ° (C=4, EtOH)
• Boiling Point: 386.6 °C at 760 mmHg
• PKA: 3.50±0.10(Predicted)
• Flash Point: 187.6 °C
• PSA: 66.40000
• Density: 1.223 g/cm³
• LogP: 0.23230
• Storage Temp.: Store at 0-5°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 117.042593085
• Heavy Atom Count: 8
• Complexity: 102

Purity/Quality:

98%,99%, ^*data from raw suppliers

Formyl-L-alanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)NC=O
• Isomeric SMILES: C[C@@H](C(=O)O)NC=O

Technology Process of N-Formyl-L-alanine

There total 6 articles about N-Formyl-L-alanine 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: 98.0%

formic acid (64-18-6) + L-alanin (56-41-7,25191-17-7,18875-37-1) → (S)-2-formamidopropanoic acid (5893-10-7,10512-86-4,42918-85-4)

Guidance literature:

With acetic anhydride; at 0 - 20 ℃;

DOI:10.1039/c7ob01715d

Reference yield: 89.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + (formyloxy)(acetoxy)phenylmethane (113388-44-6) → (S)-2-formamidopropanoic acid (5893-10-7,10512-86-4,42918-85-4)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.7b02382

Reference yield: 75.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + formyl acetic anhydride (2258-42-6) → (S)-2-formamidopropanoic acid (5893-10-7,10512-86-4,42918-85-4)

Guidance literature:

In ethyl acetate; at -5 - 20 ℃; for 2h;

DOI:10.1021/ma302536t

upstream raw materials:

formic acid

L-alanin

2-(formamido)acrylic acid

rac-Ala-OH

Downstream raw materials:

(S)-(+)-2-(N-methylamino)propanol

C₁₄H₁₈N₂O₄

N-Formyl-L-alanine benzyl ester

(S)-N-formylalanine methyl ester

Refernces

• 1、 Wade, Herschel,Scanlan, Thomas S.. "P1-S1 interactions control the enantioselectivity and hydrolytic activity of the norleucine phenylesterase catalytic antibody 17E8". . p. 6510 - 6511. Retrieved 1996.
• 2、 Serafini, Marta,Griglio, Alessia,Viarengo, Sara,Aprile, Silvio,Pirali, Tracey. "An aryne-based three-component access to α-aroylamino amides". . p. 6604 - 6612. Retrieved 2017.
• 3、 Li, Gao-Wei,Cao, Jiang-Ming,Zong, Wen,Hu, Li,Hu, Mao-Lin,Lei, Xinxiang,Sun, Han,Tan, Ren Xiang. "Helical Polyisocyanopeptides as Lyotropic Liquid Crystals for Measuring Residual Dipolar Couplings". supporting information. p. 7653 - 7656. Retrieved 2017/06/06.
• 4、 Chapman, Robert S. L.,Lawrence, Ruth,Williams, Jonathan M. J.,Bull, Steven D.. "Formyloxyacetoxyphenylmethane as an N-Formylating Reagent for Amines, Amino Acids, and Peptides". supporting information. p. 4908 - 4911. Retrieved 2017/09/23.