p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl ester

Base Information

• Chemical Name: p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl ester
• CAS No.: 68076-37-9
• Molecular Formula: C₁₈H₂₁NO₅S
• Molecular Weight: 363.434
• DSSTox Substance ID: DTXSID201168964
• Nikkaji Number: J1.134.373B
• Mol file: 68076-37-9.mol

Synonyms:SCHEMBL6245784;WJJVQUFWIDODJM-UHFFFAOYSA-N;DTXSID201168964;CS-0436804;3-(benzyloxycarbonylamino)propyl 4-methylbenzenesulfonate;3-(((Benzyloxy)carbonyl)amino)propyl 4-methylbenzenesulfonate;p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl ester;Phenylmethyl N-[3-[[(4-methylphenyl)sulfonyl]oxy]propyl]carbamate;68076-37-9

Chemical Property of p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl ester

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 363.11404394
• Heavy Atom Count: 25
• Complexity: 488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCCNC(=O)OCC2=CC=CC=C2

Technology Process of p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl ester

There total 3 articles about p-Toluenesulfonic acid 3-(benzyloxycarbonylamino)propyl 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: 83.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) + p-toluenesulfonyl chloride (98-59-9) → p-Toluolsulfonsaeure-(3--propyl)ester (68076-37-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(99)01016-3

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → p-Toluolsulfonsaeure-(3--propyl)ester (68076-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaOH / H₂O

2: 83 percent / Et₃N / CH₂Cl₂

With sodium hydroxide; triethylamine; In dichloromethane; water; 1: Carbonylation / 2: Tosylation;

DOI:10.1016/S0040-4039(99)01016-3

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → p-Toluolsulfonsaeure-(3--propyl)ester (68076-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water; tetrahydrofuran / 0 - 20 °C

2: pyridine / 2 h / 0 - 20 °C

With pyridine; potassium carbonate; In tetrahydrofuran; water;

upstream raw materials:

3-[(N-benzyloxycarbonyl)amino]propanol

p-toluenesulfonyl chloride

benzyl chloroformate

Downstream raw materials:

S-(N-Benzyloxycarbonyl-3-amino-propyl)-homocystein

7-(N-phenylmethoxycarbonyl)amino-4-azaheptanol

{3-[(3-dimethylamino-propyl)-methyl-amino]-propyl}-carbamic acid benzyl ester

{3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester