((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate
• CAS No.: 347185-69-7
• Molecular Formula: C₁₈H₂₇NO₅S
• Molecular Weight: 369.482
• Mol file: 347185-69-7.mol

Synonyms:((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate

Chemical Property of ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate

There total 4 articles about ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate 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:

p-toluenesulfonyl chloride (98-59-9) + tert-butyl ((1R,3S)-3-(hydroxymethyl)cyclopentyl)carbamate (347185-68-6,167081-31-4,497159-95-2) → ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate (347185-69-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

(1S,cis)-tert-butyl N-[4-(hydroxymethyl)-2-cyclopenten-1-yl]carbamate (153011-43-9,172720-97-7) → ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate (347185-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

2: triethylamine / dichloromethane / 6 h / 20 °C

With hydrogen; triethylamine; palladium 10% on activated carbon; In ethanol; dichloromethane;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate (347185-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate / tetrahydrofuran / 0.17 h / 0 - 20 °C

1.2: 12 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

3.1: triethylamine / dichloromethane / 6 h / 20 °C

With hydrogen; sodium carbonate; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

p-toluenesulfonyl chloride

tert-butyl ((1R,3S)-3-(hydroxymethyl)cyclopentyl)carbamate

di-tert-butyl dicarbonate

(1S,cis)-tert-butyl N-[4-(hydroxymethyl)-2-cyclopenten-1-yl]carbamate

Downstream raw materials:

tert-butyl (1R,3S)-3-((4-benzylpiperidin-1-yl)methyl)cyclopentylcarbamate