(+)-(1R,2R)-2-azidocyclohexyl acetate

Base Information

• Chemical Name: (+)-(1R,2R)-2-azidocyclohexyl acetate
• CAS No.: 260260-97-7
• Molecular Formula: C₈H₁₃N₃O₂
• Molecular Weight: 183.21
• Mol file: 260260-97-7.mol

Synonyms:(+)-(1R,2R)-2-azidocyclohexyl acetate

Chemical Property of (+)-(1R,2R)-2-azidocyclohexyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1R,2R)-2-azidocyclohexyl acetate

There total 4 articles about (+)-(1R,2R)-2-azidocyclohexyl 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: 45.0%

vinyl acetate (108-05-4,9003-20-7) + trans-2-azido-1-cyclohexanol → (+)-(1R,2R)-2-azidocyclohexyl acetate (260260-97-7) + (1S,2S)-trans-2-azidocyclohexanol (119479-49-1)

Guidance literature:

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

DOI:10.1271/bbb.63.2150

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (±)-trans-2-azidocyclohexanol → (+)-(1R,2R)-2-azidocyclohexyl acetate (260260-97-7) + (1S,2S)-trans-2-azidocyclohexanol (119479-49-1) + (1S,2S)-2-azidocyclohexyl acetate

Guidance literature:

With Novozyme 435; In di-isopropyl ether; at 30 ℃; for 48h; Reagent/catalyst; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/hlca.201300441

Reference yield:

cyclohexane-1,2-epoxide (286-20-4) → (+)-(1R,2R)-2-azidocyclohexyl acetate (260260-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / sodium azide; ammonium chloride / dimethylformamide; H₂O / 3 h / Heating

2: 45 percent / lipase PS from Pseudomonas sp. / 20 h / 40 °C

With sodium azide; lipase PS from Pseudomonas sp; ammonium chloride; In water; N,N-dimethyl-formamide; 1: Ring cleavage / 2: Acetylation;

DOI:10.1271/bbb.63.2150

upstream raw materials:

vinyl acetate

cyclohexane-1,2-epoxide

Downstream raw materials:

(1R,2R)-2-aminocyclohexanol

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