(s)-(1-Tritylaziridin-2-yl)methanol

Base Information

• Chemical Name: (s)-(1-Tritylaziridin-2-yl)methanol
• CAS No.: 152706-23-5
• Molecular Formula: C22H21NO
• Molecular Weight: 315.415
• European Community (EC) Number: 959-975-4
• Nikkaji Number: J2.591.863K
• Mol file: 152706-23-5.mol

Synonyms:(s)-(1-tritylaziridin-2-yl)methanol;152706-23-5;[(2S)-1-tritylaziridin-2-yl]methanol;[(2S)-1-(Triphenylmethyl)aziridin-2-yl]methanol;SCHEMBL23415503;MFCD09907655;AT29528;CS-0245940;EN300-313775;Z2688974548

Chemical Property of (s)-(1-Tritylaziridin-2-yl)methanol

Chemical Property:

• PSA: 23.24000
• LogP: 3.59290
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 315.162314293
• Heavy Atom Count: 24
• Complexity: 345

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N1C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)CO
• Isomeric SMILES: C1[C@H](N1C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)CO

Technology Process of (s)-(1-Tritylaziridin-2-yl)methanol

There total 4 articles about (s)-(1-Tritylaziridin-2-yl)methanol 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: 99.0%

methyl (2S)-N-tritylaziridine-2-carboxylate (75154-68-6) → (S)-N-triphenylmethyl-aziridinylmethanol (152706-23-5)

Guidance literature:

With methanol; lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 22h;

DOI:10.1016/j.tetasy.2014.11.016

Reference yield:

C22H20ClNO2 → (S)-N-triphenylmethyl-aziridinylmethanol (152706-23-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; Inert atmosphere;

DOI:10.1039/b814706j

Reference yield:

methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5) → (S)-N-triphenylmethyl-aziridinylmethanol (152706-23-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.53 h / 0 °C / Inert atmosphere

2: tetrahydrofuran / 48 h / 65 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2016.06.101

upstream raw materials:

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

methyl N-trityl-L-serinate

(S)-methyl3-((methylsulfonyl)oxy)-2-(tritylamino)propanoate

Downstream raw materials:

1-triphenylmethyl-2-aziridinecarboxaldehyde

(S)-(1-tritylaziridin-2-yl)methyl 4-methylbenzenesulfonate

[(2S)-1-tritylaziridin-2-yl]methyl methanesulfonate