5-Methyl-DL-tryptophan

Base Information

• Chemical Name: 5-Methyl-DL-tryptophan
• CAS No.: 951-55-3
• Deprecated CAS: 2283-43-4,1222795-95-0
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.255
• Hs Code.: 29339900
• European Community (EC) Number: 213-453-6
• NSC Number: 57695
• DSSTox Substance ID: DTXSID001314252
• Nikkaji Number: J237.470F
• Wikidata: Q27123483
• ChEMBL ID: CHEMBL569600
• Mol file: 951-55-3.mol

Synonyms:5-methyltryptophan;5-methyltryptophan, (DL-Trp)-isomer;5-methyltryptophan, (L-Trp)-isomer

Chemical Property of 5-Methyl-DL-tryptophan

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 4.48E-09mmHg at 25°C
• Melting Point: 275 °C
• Refractive Index: 1.677
• Boiling Point: 455.1 °C at 760 mmHg
• Flash Point: 229.1 °C
• PSA: 79.11000
• Density: 1.313 g/cm³
• LogP: 2.13100
• Storage Temp.: 2-8°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

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

5-Methyl-DL-tryptophan ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC=C2CC(C(=O)O)N

Technology Process of 5-Methyl-DL-tryptophan

There total 22 articles about 5-Methyl-DL-tryptophan 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: 84.0%

5-methyl-L-tryptophan methyl ester (93299-41-3) → 2-Amino-3-(5-methyl-1H-indol-3-yl)-propionic acid (154-06-3,951-55-3,2283-43-4,99295-79-1,142436-29-1)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 60.0%

5-methyl-Nb-benzyloxycarbonyl-L-tryptophan (93272-14-1) → 2-Amino-3-(5-methyl-1H-indol-3-yl)-propionic acid (154-06-3,951-55-3,2283-43-4,99295-79-1,142436-29-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 5h; Ambient temperature;

Reference yield:

→ 5-methyl-DL-tryptophan (951-55-3)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01214a507

upstream raw materials:

N,N-dimethyl-1-(5-methyl-1H-indol-3-yl)methanamine

ethyl acetamidoacetate

oxalic acid diethyl ester

5-(5-methyl-indol-3-ylmethyl)-imidazolidine-2,4-dione

Downstream raw materials:

5-methyltryptamine

2-Amino-3-(5-methyl-1H-indol-3-yl)-propionic acid

2-acetamido-3-(5-methyl-1H-indol-3-yl)propanoic acid

Boc-5-Me-Trp-OH

Refernces

• 1、 Yu, Jinhai,Li, Jing,Gao, Xia,Zeng, Shuiyun,Zhang, Hongjuan,Liu, Junzhong,Jiao, Qingcai. "Dynamic Kinetic Resolution for Asymmetric Synthesis of L-Noncanonical Amino Acids from D-Ser Using Tryptophan Synthase and Alanine Racemase". . p. 6618 - 6625. Retrieved 2019/11/03.
• 2、 Irie, Kunihiko,Ishida, Akihiko,Nakamura, Tohru,Oh-ishi, Tokuro. "Syntheses of Substituted L- and D-Tryptophans". . p. 2126 - 2139. Retrieved 2007/10/02.