Trityl-L-Proline

Base Information

• Chemical Name: Trityl-L-Proline
• CAS No.: 1911-74-6
• Molecular Formula: C24H23 N O2
• Molecular Weight: 357.44492
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00428528
• Mol file: 1911-74-6.mol

Synonyms:Trityl-L-Proline;1911-74-6;(S)-1-Tritylpyrrolidine-2-carboxylic acid;(2S)-1-tritylpyrrolidine-2-carboxylic acid;n-tritylproline;SCHEMBL4629180;DTXSID00428528;AM82204;(S)-1-Tritylpyrrolidine-2-carboxylicacid

Chemical Property of Trityl-L-Proline

Chemical Property:

• Melting Point: 165 °C
• Boiling Point: 496.4±45.0 °C(Predicted)
• PKA: 2.20±0.20(Predicted)
• PSA: 40.54000
• Density: 1.202±0.06 g/cm3(Predicted)
• LogP: 4.46540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 357.172878976
• Heavy Atom Count: 27
• Complexity: 441

Purity/Quality:

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

(S)-1-Tritylpyrrolidine-2-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)O

Technology Process of Trityl-L-Proline

There total 4 articles about Trityl-L-Proline 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: 58.3%

N-tritylproline trityl ester (920283-81-4) → (S)-tritylproline (1911-74-6)

Guidance literature:

With methanol; copper diacetate; In chloroform; for 1h; Product distribution / selectivity;

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-tritylproline (1911-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃; acetonitrile / 2 h / Heating

2: 1.) Et₃N, 2.) MeOH / 1.) CHCl₃, room temp., 1 h

With methanol; triethylamine; In chloroform; acetonitrile;

DOI:10.1021/jo00346a031

Reference yield:

trityl chloride (76-83-5) + L-proline trimethylsilyl ester (5269-62-5) → (S)-tritylproline (1911-74-6)

Guidance literature:

With methanol; triethylamine; Yield given. Multistep reaction; 1.) CHCl₃, room temp., 1 h;

DOI:10.1021/jo00346a031

upstream raw materials:

trityl chloride

L-proline trimethylsilyl ester

L-proline

N-tritylproline trityl ester

Downstream raw materials:

p-TosOH*H-Pro-ODpm

Trt-Pro*Et₂NH

H-Pro-Gly-OH

Trt-Pro-Gly-OBzl

Refernces

• 1、 Barlos, Kleomenis,Papaioannou, Dionysios,Theodoropoulos, Dimitrios. "Efficient "One-Pot" Synthesis of N-Trityl Amino Acids". . p. 1324 - 1326. Retrieved 2007/10/02.