N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide

Base Information

• Chemical Name: N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide
• CAS No.: 6044-21-9
• Molecular Formula: C₁₃H₁₅NO₅S₂
• Molecular Weight: 329.398
• DSSTox Substance ID: DTXSID70359991
• Wikidata: Q82141467
• Mol file: 6044-21-9.mol

Synonyms:N-(5-{[(2-fluorobenzyl)sulfanyl]methyl}-1,3,4-thiadiazol-2-yl)cyclohexanecarboxamide;6044-21-9;CBMicro_041879;Cambridge id 6044219;Oprea1_028035;DTXSID70359991;STK039615;AKOS005383170;N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide;BIM-0041798.P001;SR-01000436163;SR-01000436163-1

Chemical Property of N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.34g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 365.10318278
• Heavy Atom Count: 24
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)NC2=NN=C(S2)CSCC3=CC=CC=C3F

Technology Process of N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide

There total 9 articles about N-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide 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%

2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylmercapto)1,3-benzothiazole (6067-32-9,6426-38-6) → 2-(β-D-glucopyranosylmercapto)-1,3-benzothiazole (6044-21-9,6044-20-8)

Guidance literature:

2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylmercapto)1,3-benzothiazole; With sodium methylate; In methanol; at 20 ℃;

In methanol;

DOI:10.1016/j.tet.2012.06.060

Reference yield: 85.0%

2-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosylmercapto)-1,3-benzothiazole (6067-32-9) → 2-(β-D-galactopyranosylmercapto)-1,3-benzothiazole (6044-21-9)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 16h;

DOI:10.1081/NCN-120026407

Reference yield:

2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-(β-D-glucopyranosylmercapto)-1,3-benzothiazole (6044-21-9,6044-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / acetonitrile / 0.5 h / 20 °C

1.2: 84 percent / acetonitrile / 12 h / 20 °C

2.1: 86 percent / NH₃ / methanol / 16 h / 20 °C

With ammonia; sodium hydride; In methanol; acetonitrile;

DOI:10.1081/NCN-120026407

upstream raw materials:

2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosylmercapto)1,3-benzothiazole

2-Mercaptobenzothiazole

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-glucose pentaacetate

Refernces

• 1、 Kaeothip, Sophon,Pornsuriyasak, Papapida,Rath, Nigam P.,Demchenko, Alexei V.. "Unexpected orthogonality of S-benzoxazolyl and S-thiazolinyl glycosides: Application to expeditious oligosaccharide assembly". supporting information; experimental part. p. 799 - 802. Retrieved 2009/09/05.