2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

Base Information

• Chemical Name: 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid
• CAS No.: 33043-37-7
• Molecular Formula: C13H17NO5
• Molecular Weight: 267.28
• Hs Code.: 2924299090
• European Community (EC) Number: 608-083-0,620-644-1
• DSSTox Substance ID: DTXSID20950033
• Mol file: 33043-37-7.mol

Synonyms:27313-65-1;2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid;(R,S)-N-acetyl-(3,4-dimethoxyphenyl)-alanine, monohydrate;33043-37-7;N-Acetyl-3-(3,4-dimethoxyphenyl)-D-alanine;SCHEMBL3419160;DTXSID20950033;N-acetyl-3,4-dimethoxyphenylalanine;AKOS005350060;4-(N-Butoxy)Phenyl-4-Trans-PentylcyclohexylBenz;EN300-16733087;3-(3,4-dimethoxyphenyl)-2-acetamidopropanoic acid;N-(1-Hydroxyethylidene)-3-methoxy-O-methyltyrosine;tert-butyl 3-(6-(3-methylisoxazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate

Chemical Property of 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

Chemical Property:

• Melting Point: 150-152 °C(lit.)
• Boiling Point: 502.5 °C at 760 mmHg
• Flash Point: 257.7 °C
• PSA: 84.86000
• Density: 1.21 g/cm³
• LogP: 1.22650
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 267.11067264
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-3-(3,4-dimethoxyphenyl)-D-alanine Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC(=C(C=C1)OC)OC)C(=O)O

Technology Process of 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

There total 5 articles about 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid 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:

2-acetylamino-3-(3,4-dimethoxy-1-phenyl)-2-propenoic acid (76313-28-5) → (S)-N-acetyl-3,4-dimethoxyphenylalanine (28305-04-6) + d-N-acetyl-3,4-dimethoxyphenylalanine (33043-37-7)

Guidance literature:

With hydrogen; PF6; In tetrahydrofuran; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1990-26936

Reference yield:

(Z)-4-(3,4-dimethoxybenzylidene)-2-methyl-5(4H)-oxazolone (38879-47-9,41888-65-7) → d-N-acetyl-3,4-dimethoxyphenylalanine (33043-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / H₂O / acetone

2: H₂ / PF₆ / tetrahydrofuran / 1.5 h

With water; hydrogen; PF6; In tetrahydrofuran; acetone;

DOI:10.1055/s-1990-26936

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → d-N-acetyl-3,4-dimethoxyphenylalanine (33043-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / acetic anhydride / Heating

2: 59 percent / H₂O / acetone

3: H₂ / PF₆ / tetrahydrofuran / 1.5 h

With water; hydrogen; PF6; In tetrahydrofuran; acetic anhydride; acetone;

DOI:10.1055/s-1990-26936

upstream raw materials:

2-acetylamino-3-(3,4-dimethoxy-1-phenyl)-2-propenoic acid

(Z)-4-(3,4-dimethoxybenzylidene)-2-methyl-5(4H)-oxazolone

3,4-dimethoxy-benzaldehyde

4-(3,4-dimethoxybenzylidene)-2-methyloxazol-5(4H)-one

Refernces

• 1、 Selke, Ruediger,Ohff, Manuela,Riepe, Andreas. "Asymmetric hydrogenation - Influence of the structure of carbohydrate derived catalysts on the relative enantioselectivity Q(H/Me) regarding acid and ester substrates and its inversion - Selectivity increase in water by amphiphiles". . p. 15079 - 15102. Retrieved 2007/10/03.
• 2、 Terfort. "Synthesis and application of (3R,4R)-3,4-bis(diphenylphosphino)tetrahydrofuran as ligand for asymmetric hydrogenation of acrylic acids". . p. 951 - 953. Retrieved 2007/10/02.