trans-2-aminocyclopentanol

Base Information

• Chemical Name: trans-2-aminocyclopentanol
• CAS No.: 33092-86-3
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.148
• Mol file: 33092-86-3.mol

Synonyms:trans-2-aminocyclopentanol

Chemical Property of trans-2-aminocyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-2-aminocyclopentanol

There total 42 articles about trans-2-aminocyclopentanol 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: 97.0%

(1S,2S)-trans-2-(N-benzyl)amino-1-cyclopentanol (1033605-25-2) → (1S,2S)-2-aminocyclopentanol (930-45-0,33092-86-3,33092-90-9,57070-95-8,59260-76-3,68327-03-7,89381-13-5,135969-63-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 760 Torr;

DOI:10.1021/jo052433w

Reference yield: 90.0%

(1S,2S)-2-(benzyloxy)cyclopentanamine (181657-56-7,404028-21-3,796038-32-9,181657-57-8) → (1S,2S)-2-aminocyclopentanol (930-45-0,33092-86-3,33092-90-9,57070-95-8,59260-76-3,68327-03-7,89381-13-5,135969-63-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; water; at 25 ℃; for 14h;

Reference yield: 88.0%

(1S,2S)-trans-2-<(R)-(α-methylbenzyl)amino>cyclopentanol hydrochloride → (1S,2S)-2-aminocyclopentanol (930-45-0,33092-86-3,33092-90-9,57070-95-8,59260-76-3,68327-03-7,89381-13-5,135969-63-0)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In N,N-dimethyl-formamide; at 110 - 120 ℃; for 4h;

DOI:10.1021/jo00221a036

upstream raw materials:

1-azido-2-(trimethylsilyloxy)cyclopentane

benzyl (1S,2S)-trans-N-(2-hydroxycyclopentyl)carbamate

(1S,2S)-trans-2-azidocyclopentanol

(1S,2S)-trans-2-(N-benzyl)amino-1-cyclopentanol

Downstream raw materials:

(1S,2S)-2-aminocyclopentanol hydrochloride

3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

trans-N-(2-hydroxy)cyclopropylphthalimide

(1R,2R)-trans-2-(tertbutoxycarbonylamino)cyclopentanol

Refernces

• 1、 Zhang, Jian-Dong,Chang, Ya-Wen,Dong, Rui,Yang, Xiao-Xiao,Gao, Li-Li,Li, Jing,Huang, Shuang-Ping,Guo, Xing-Mei,Zhang, Chao-Feng,Chang, Hong-Hong. "Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase". . p. 124 - 128. Retrieved 2020/09/21.
• 2、 Birrell, James A.,Jacobsen, Eric N.. "A practical method for the synthesis of highly enantioenriched trans -1,2-amino alcohols". . p. 2895 - 2897. Retrieved 2013/07/26.