(1R,3S)-ACPD

Base Information

• Chemical Name: (1R,3S)-ACPD
• CAS No.: 89253-38-3
• Molecular Formula: C7H11 N O4
• Molecular Weight: 173.169
• Hs Code.: 2922499990
• Mol file: 89253-38-3.mol

Synonyms:1,3-Cyclopentanedicarboxylicacid, 1-amino-, (1R-cis)-; (1R,3S)-1-Aminocyclopentane-1,3-dicarboxylic acid

Chemical Property of (1R,3S)-ACPD

Chemical Property:

• PSA: 100.62000
• LogP: 0.35350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,3S)-ACPD

There total 16 articles about (1R,3S)-ACPD 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: 66.0%

(1S,3S)-1-tert-Butoxycarbonylamino-3-cyano-cyclopentanecarboxylic acid ethyl ester → trans-(+/-)-1-amino-1,3-cyclopentanedicarboxylic acid (39026-63-6,39026-64-7,56827-69-1,67684-64-4,89253-38-3,100910-67-6,111900-31-3,111900-32-4,111900-33-5,477331-06-9)

Guidance literature:

With hydrogenchloride; ammonium hydroxide; Dowex 50WX₈-100; 1.) reflux, 4 h;

DOI:10.1016/S0040-4039(98)00490-0

Reference yield:

(5R,7S)-2,4-Dioxo-1,3-diaza-spiro[4.4]nonane-7-carboxylic acid (112896-82-9,112965-97-6,112965-98-7,112965-99-8,122743-40-2,122743-41-3) → trans-1-aminocyclopentane-1,3-dicarboxylic acid (39026-63-6,39026-64-7,56827-69-1,67684-64-4,89253-38-3,100910-67-6,111900-31-3,111900-32-4,111900-33-5,477331-06-9)

Guidance literature:

With barium(II) oxide; at 140 ℃;

DOI:10.1016/S0040-4039(00)82278-9

Reference yield:

(1S,3S)-3-Acetoxy-1-tert-butoxycarbonylamino-cyclopentanecarboxylic acid ethyl ester → trans-1-aminocyclopentane-1,3-dicarboxylic acid (39026-63-6,39026-64-7,56827-69-1,67684-64-4,89253-38-3,100910-67-6,111900-31-3,111900-32-4,111900-33-5,477331-06-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / K₂CO₃ / ethanol

2: Et₃N / CH₂Cl₂ / 17 h / 0 deg C up to RT

3: dimethylformamide / 17 h / 80 °C

4: 1.) 6M HCl; 2.) Dowex 50WX₈-100, 2M aq. NH₃ / 1.) reflux, 4 h

With hydrogenchloride; ammonium hydroxide; Dowex 50WX₈-100; potassium carbonate; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)00490-0

upstream raw materials:

(-)-(S)-3-oxocyclopentanecarboxylic acid

potassium cyanide

(1S)-isopropyl 3-oxocyclopentane-1-carboxylate

trans-1-aminocyclopentane-1,3-dicarboxylic acid

Downstream raw materials:

(1R,3R)-ACPD

(1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid

(1R,3S)-ACPD

(1S,3S)-ACPD