(1R,2R)-trans-2-azidocyclopentyl acetate

Base Information

• Chemical Name: (1R,2R)-trans-2-azidocyclopentyl acetate
• CAS No.: 260065-68-7
• Molecular Formula: C₇H₁₁N₃O₂
• Molecular Weight: 169.183
• Mol file: 260065-68-7.mol

Synonyms:

Chemical Property of (1R,2R)-trans-2-azidocyclopentyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-trans-2-azidocyclopentyl acetate

There total 3 articles about (1R,2R)-trans-2-azidocyclopentyl acetate 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: 49.0%

(±)-trans-2-azidocyclopentanol (88807-02-7) → (1S,2S)-trans-2-azidocyclopentanol (125356-51-6,88807-02-7) + (1R,2R)-trans-2-azidocyclopentyl acetate (260065-68-7)

Guidance literature:

With Isopropenyl acetate; lipase Amano AK-20; In tert-butyl methyl ether; at 20 ℃; for 72h; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/jm400529f

Reference yield: 43.0%

vinyl acetate (108-05-4,9003-20-7) + (±)-trans-2-azidocyclopentanol (88807-02-7) → (1S,2S)-trans-2-azidocyclopentanol (125356-51-6,88807-02-7) + (1R,2R)-trans-2-azidocyclopentyl acetate (260065-68-7) + Acetic acid (1S,2S)-2-azido-cyclopentyl ester

Guidance literature:

With lipase AK from Pseudomonas sp; at 40 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1271/bbb.63.2150

Reference yield:

Cyclopentene oxide (285-67-6) + vinyl acetate (108-05-4,9003-20-7) → (1S,2S)-trans-2-azidocyclopentanol (125356-51-6,88807-02-7) + (1R,2R)-trans-2-azidocyclopentyl acetate (260065-68-7) + Acetic acid (1S,2S)-2-azido-cyclopentyl ester

Guidance literature:

Cyclopentene oxide; With sodium azide; ammonium chloride; In water; N,N-dimethyl-formamide; for 3h; Heating;

vinyl acetate; With lipase PS from Pseudomonas sp; at 40 ℃; for 20h;

DOI:10.1271/bbb.63.2150

upstream raw materials:

Cyclopentene oxide

vinyl acetate

(±)-trans-2-azidocyclopentanol

Downstream raw materials:

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

(1R,2R)-2-aminocyclopentanol

(1S,2R)-cis-2-azidocyclopentyl p-nitrobenzoate

(1S,2R)-cis-2-azidocyclopentanol