N-(TRIPHENYLMETHYL)-DL-SERINE METHYL ESTER

Base Information

• Chemical Name: N-(TRIPHENYLMETHYL)-DL-SERINE METHYL ESTER
• CAS No.: 13515-76-9
• Molecular Formula: C23H23 N O3
• Molecular Weight: 361.441
• Hs Code.: 2922509090
• Mol file: 13515-76-9.mol

Synonyms:N-(TRIPHENYLMETHYL)-DL-SERINE METHYL ESTER;METHYL 3-HYDROXY-2-(TRITYLAMINO)PROPIONATE;N-Trityl-DL-serine Methyl Ester;Trt-DL-Ser-OMe

Chemical Property of N-(TRIPHENYLMETHYL)-DL-SERINE METHYL ESTER

Chemical Property:

• Vapor Pressure: 2.04E-12mmHg at 25°C
• Melting Point: 146 °C
• Refractive Index: 1.594
• Boiling Point: 538.2oC at 760 mmHg
• PKA: 14.01±0.10(Predicted)
• Flash Point: 279.3oC
• PSA: 58.56000
• Density: 1.169g/cm3
• LogP: 3.49290

Purity/Quality:

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

N-(Triphenylmethyl)-DL-serine Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(TRIPHENYLMETHYL)-DL-SERINE METHYL ESTER

There total 10 articles about N-(TRIPHENYLMETHYL)-DL-SERINE 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: 100.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + trityl chloride (76-83-5) → methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5)

Guidance literature:

With TEA; In dichloromethane; at 0 ℃; for 24h;

Reference yield: 100.0%

trityl chloride (76-83-5) + methyl 2-amino-3-hydroxypropanoate hydrochloride (5619-04-5) → (R,S)-methyl 3-hydroxy-2-(N-tritylamino) propionate (13515-76-9)

Guidance literature:

methyl 2-amino-3-hydroxypropanoate hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

trityl chloride; In dichloromethane; at 20 - 30 ℃;

Reference yield: 100.0%

Ser-OMe (2104-89-4,2788-84-3,24184-43-8) + trityl chloride (76-83-5) → (R,S)-methyl 3-hydroxy-2-(N-tritylamino) propionate (13515-76-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 17.5h;

DOI:10.1016/j.tetlet.2011.07.053

upstream raw materials:

methyl 2-amino-3-hydroxypropanoate hydrochloride

4-dimethylamino-1-N-(triphenylmethyl)pyridinium chloride

trityl chloride

Ser-OMe

Downstream raw materials:

O-octadecylcarbamoyl-N-tritylserine methyl ester

(S)-3-[5-(2-Methoxy-ethoxymethoxy)-2-nitro-benzyloxy]-2-(trityl-amino)-propionic acid methyl ester

(S)-3-[2-(2-Methoxy-ethoxymethoxy)-5-nitro-benzyloxy]-2-(trityl-amino)-propionic acid methyl ester

methyl (2S)-N-tritylaziridine-2-carboxylate

Refernces

• 1、 Glossop, Hugh D.,De Zoysa, Gayan Heruka,Pilkington, Lisa I.,Barker, David,Sarojini, Vijayalekshmi. "Fluorinated O-phenylserine residues enhance the broad-spectrum antimicrobial activity of ultrashort cationic lipopeptides". . . Retrieved 2021.
• 2、 -. "MACROCYCLIC COMPOUNDS AS PROTEASOME INHIBITORS". Paragraph 0507. . Retrieved 2019/05/02.