(1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid
• CAS No.: 245115-25-7
• Molecular Formula: C11H19NO4
• Molecular Weight: 229
• Mol file: 245115-25-7.mol

Synonyms:(1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid;(1R,2R)-2-{[(tert-butoxy)carbonyl]aMino}cyclopentane-1-carboxyli;(1R,2R)-2-{[(tert-butoxy)carbonyl]aMino}cyclopentane-1-carboxylic acid;(1R,2R)-Boc-2-aMino-1-cyclopentane carboxylic acid

Chemical Property of (1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid

Chemical Property:

• Boiling Point: 382.5±31.0 °C(Predicted)
• PKA: 4.53±0.40(Predicted)
• PSA: 75.63000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.15530
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1R,2R)-Boc-aminocyclopentanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid

There total 15 articles about (1S,2R)-Boc-2-amino-1-cyclopentanecarboxylic acid 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: 67.0%

ethyl (R,R)-tert-butoxycarbonyl-2-aminocyclopentanecarboxylate (245115-20-2) → (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (245115-25-7)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In methanol; at 5 ℃; for 20h;

DOI:10.1021/ja991185g

Reference yield:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (245115-25-7)

Guidance literature:

Multi-step reaction with 5 steps

1: AcOH / ethanol

2: NaCNBH₃

3: LiOH

4: H₂ / Pd/C

With lithium hydroxide; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja046280q

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid → (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (245115-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C

With hydrogen; palladium on activated charcoal;

DOI:10.1021/ja046280q

upstream raw materials:

trans-(1R,2R)-2-tert-butoxycarbonylaminocyclopentanecarboxylic acid ethyl ester

ethyl (R,R)-tert-butoxycarbonyl-2-aminocyclopentanecarboxylate

di-tert-butyl dicarbonate

trans-(1R,2R)-2-aminocyclopentanecarboxylic acid

Downstream raw materials:

C₆H₁₂N₂O*(x)ClH

trans-2-(Hydroxymethyl)-cyclopentylamin

(R,R,R,R,R)-Boc-ACPC-γ-(Et)ACHA-OBn

tert-butyl (1R,2R)-2-(benzyloxycarbonylamino)cyclopentylcarbamate

Refernces

• 1、 Appella, Daniel H.,Christianson, Laurie A.,Klein, Daniel A.,Richards, Michele R.,Powell, Douglas R.,Gellman, Samuel H.. "Synthesis and structural characterization of helix-forming β-peptides: Trans-2-aminocyclopentanecarboxylic acid oligomers". . p. 7574 - 7581. Retrieved 2007/10/03.