N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER

Base Information

• Chemical Name: N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER
• CAS No.: 58635-46-4
• Molecular Formula: C₁₄H₁₆N₂O₄
• Molecular Weight: 276.292
• Hs Code.: 29339900
• Mol file: 58635-46-4.mol

Synonyms:N-ALPHA-METHOXYCARBONYL-L-TRYPTOPHAN METHYL ESTER;N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER;N-(Methoxycarbonyl)-l-tryptophan methyl ester ,98%

Chemical Property of N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER

Chemical Property:

• Vapor Pressure: 6.65E-10mmHg at 25°C
• Melting Point: 99-101 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 494.1°Cat760mmHg
• Flash Point: 252.6°C
• PSA: 80.42000
• Density: 1.273g/cm³
• LogP: 1.99890

Purity/Quality:

99% ^*data from raw suppliers

Nα-Methoxycarbonyl-L-tryptophan methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: An intermediate in the dye-sensitized photooxidation of tryptophan to formylkynurenine Nα-Methoxycarbonyl L-Tryptophan is used in the synthesis of (-)-Calycanthine, (+)-Chimonanthine, and (+)-Folicanthine.

Technology Process of N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER

There total 9 articles about N-(METHOXYCARBONYL)-L-TRYPTOPHAN METHYL ESTER 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: 96.0%

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) + methyl chloroformate (79-22-1) → N-(methoxycarbonyl)-L-tryptophan methyl ester (66377-68-2,79631-04-2,58635-46-4)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; for 1h; Ambient temperature;

Reference yield: 90.0%

3a-(4-methyl-3,5-dioxo-[1,2,4]triazolidin-1-yl)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester → N-(methoxycarbonyl)-L-tryptophan methyl ester (66377-68-2,79631-04-2,58635-46-4)

Guidance literature:

at 280 ℃;

DOI:10.1021/ol034634x

Reference yield: 78.0%

methyl chloroformate (79-22-1) + L-tryptophan methyl ester (4299-70-1) → N-(methoxycarbonyl)-L-tryptophan methyl ester (66377-68-2,79631-04-2,58635-46-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol300576n

upstream raw materials:

L-(2β,3aα,8aα)-8-acetyl-1,2-dimethoxycarbonyl-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

L-(2β,3aβ,8aβ)-8-acetyl-1,2-dimethoxycarbonyl-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

(S)-tryptophan methyl ester hydrochloride

methyl chloroformate

Downstream raw materials:

L-(2β,3aα,8aα)-8-acetyl-1,2-dimethoxycarbonyl-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

C₄₅H₄₄N₂O₆Si

C₅₂H₅₀N₂O₈SSi

methyl (S)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

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