Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester
CAS No.:186179-28-2
Molecular Formula:C₂₄H₄₀N₂O₇S
Molecular Weight:500.657
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

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Chemical Property of Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

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Technology Process of Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

There total 7 articles about Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-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: 80.0%

: 98-59-9
p-toluenesulfonyl chloride

: 186179-27-1
tert-butyl N-(4-aminobutyl)-N-(3-hydroxypropyl)dicarbamate

: 186179-28-2
Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1002/hlca.19960790810

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 186179-28-2
Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / dioxane / 60 h / Ambient temperature

2: 95 percent / 4M aq. K₂CO₃ / diethyl ether / 2 h / Ambient temperature

3: 1.) NaH (50 percent in white oil) / 1.) DMF, r.t., 45 min; 2.) DMF, r.t., 2 h

4: 2M aq. NaOH / ethanol / 2 h

5: 98 percent / 0.1M Me₄NCl / ethanol / 5 °C / controlled-potential electrolysis

6: 93 percent / CH₂Cl₂ / 2 h / Ambient temperature

7: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With dmap; sodium hydroxide; tetramethlyammonium chloride; sodium hydride; potassium carbonate; triethylamine; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane;
DOI:10.1002/hlca.19960790810

Reference yield:

: 68076-36-8
1-amino-4-[(tert-butyloxycarbonyl)amino]butane

: 186179-28-2
Toluene-4-sulfonic acid 3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 4M aq. K₂CO₃ / diethyl ether / 2 h / Ambient temperature

2: 1.) NaH (50 percent in white oil) / 1.) DMF, r.t., 45 min; 2.) DMF, r.t., 2 h

3: 2M aq. NaOH / ethanol / 2 h

4: 98 percent / 0.1M Me₄NCl / ethanol / 5 °C / controlled-potential electrolysis

5: 93 percent / CH₂Cl₂ / 2 h / Ambient temperature

6: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With dmap; sodium hydroxide; tetramethlyammonium chloride; sodium hydride; potassium carbonate; triethylamine; In diethyl ether; ethanol; dichloromethane;
DOI:10.1002/hlca.19960790810