Methyl 3-hydroxy-2-(tritylamino)propanoate

Base Information

• Chemical Name: Methyl 3-hydroxy-2-(tritylamino)propanoate
• CAS No.: 4465-44-5
• Molecular Formula: C₂₃H₂₃NO₃
• Molecular Weight: 361.441
• Hs Code.: 29225090
• NSC Number: 129155
• Nikkaji Number: J3.151.364B
• Mol file: 4465-44-5.mol

Synonyms:13515-76-9;N-(Triphenylmethyl)-DL-serine Methyl Ester;methyl 3-hydroxy-2-(tritylamino)propanoate;methyl 3-hydroxy-2-[(triphenylmethyl)amino]propanoate;MFCD00192570;NSC129155;Trt-DL-Ser-OMe;METHYL 3-HYDROXY-2-(TRITYLAMINO)PROPIONATE;SCHEMBL346218;N-Trityl-DL-serine Methyl Ester;LXAWQKKSNNYYEK-UHFFFAOYSA-N;MFCD00583950;AKOS015851542;NSC-129155;N-(Triphenylmethyl)-DL-serinemethylester;AS-65424;methyl3-hydroxy-2-(tritylamino)propanoate;N-(Triphenylmethyl)-DL-serine methylester;SY036433;BB 0304185;CS-0150914;FT-0687524;T2500;A806890;3-hydroxy-2-(tritylamino)-propionic acid methyl ester;F8889-9328;methyl 2-(2-benzhydrylanilino)-3-hydroxy-propanoate

Chemical Property of Methyl 3-hydroxy-2-(tritylamino)propanoate

Chemical Property:

• Vapor Pressure: 2.04E-12mmHg at 25°C
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 538.2 °C at 760 mmHg
• PKA: 14.01±0.10(Predicted)
• Flash Point: 279.3 °C
• PSA: 58.56000
• Density: 1.169 g/cm³
• LogP: 3.49290
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 361.16779360
• Heavy Atom Count: 27
• Complexity: 403

Purity/Quality:

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

N-Trityl-L-serine methyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(CO)NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Methyl 3-hydroxy-2-(tritylamino)propanoate

There total 6 articles about Methyl 3-hydroxy-2-(tritylamino)propanoate 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: 91.0%

(S)-serine methyl ester (2788-84-3) + trityl chloride (76-83-5) → methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃;

DOI:10.1021/jo990739v

Reference yield: 91.0%

methyl O-((2,2,2-trichloroethoxy)carbonyl)-N-trityl-L-serinate → methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 60 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03642

upstream raw materials:

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

trityl chloride

(S)-serine methyl ester

ethyl acetate

Downstream raw materials:

1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

O-<4,6-Bis(octadecyloxy)-1,3,5-triazin-2-yl>-N-trityl-L-serin-methylester

O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester

methyl (2S)-3-(4-bromophenoxy)-2-(tritylamino)propanoate

Refernces

• 1、 -. "Preparation method of 2,3-diamido methyl propionate". Paragraph 0036; 0039; 0041. . Retrieved 2019/02/04.
• 2、 Zhang, Lanlan,Zhao, Chaoyue,Liu, Yang,Xu, Jiancong,Xu, Xiufang,Jin, Zhong. "Activation of Remote meta-C?H Bonds in Arenes with Tethered Alcohols: A Salicylonitrile Template". supporting information. p. 12245 - 12249. Retrieved 2017/09/06.