(S,S)-trans-2-acetamidocyclopentanol

Base Information

• Chemical Name: (S,S)-trans-2-acetamidocyclopentanol
• CAS No.: 137254-02-5
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 137254-02-5.mol

Synonyms:

Chemical Property of (S,S)-trans-2-acetamidocyclopentanol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

N-[(1S,2S)-2-Hydroxycyclopentyl]acetamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-trans-2-acetamidocyclopentanol

There total 8 articles about (S,S)-trans-2-acetamidocyclopentanol 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%

Acetic acid (1S,2R)-2-amino-cyclopentyl ester; hydrobromide (133649-05-5) → N-((1S,2R)-2-Hydroxy-cyclopentyl)-acetamide (33092-76-1,133649-13-5,137169-27-8,137254-02-5)

Guidance literature:

With sodium hydroxide; In dichloromethane;

DOI:10.1021/jo00009a027

Reference yield: 95.0%

acetic anhydride (108-24-7) + (1S,2S)-2-aminocyclopentanol hydrochloride (68327-04-8) → (S,S)-trans-2-acetamidocyclopentanol (137254-02-5)

Guidance literature:

With sodium carbonate; In acetone; 1) 0 deg C --> rt, 1 h; 2) rt, 2 h;

DOI:10.1021/jo970146p

Reference yield:

1-azido-2-(trimethylsilyloxy)cyclopentane (221110-46-9) → (S,S)-trans-2-acetamidocyclopentanol (137254-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TFA, 2.) H₂ / 2.) PtO₂ / 1) MeOH, rt, 30 min; 2) MeOH, rt, 40 h

2: HCl / ethanol; diethyl ether

3: 95 percent / aq. Na₂CO₃ / acetone / 1) 0 deg C --> rt, 1 h; 2) rt, 2 h

With hydrogenchloride; hydrogen; sodium carbonate; trifluoroacetic acid; platinum(IV) oxide; In diethyl ether; ethanol; acetone;

DOI:10.1021/jo970146p

upstream raw materials:

trans-2-aminocyclopentanol

acetic anhydride

Cyclopentene oxide

Acetic acid (1S,2R)-2-amino-cyclopentyl ester; hydrobromide

Downstream raw materials:

trans-2-acetamidocyclopentyl acetate

(1R,2R)-2-acetamidocyclopentanol acetate