(1S,2S)-2-azido-cyclopentyl butyrate

Base Information

• Chemical Name: (1S,2S)-2-azido-cyclopentyl butyrate
• CAS No.: 756874-86-9
• Molecular Formula: C₉H₁₅N₃O₂
• Molecular Weight: 197.237
• Mol file: 756874-86-9.mol

Synonyms:

Chemical Property of (1S,2S)-2-azido-cyclopentyl butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-azido-cyclopentyl butyrate

There total 1 articles about (1S,2S)-2-azido-cyclopentyl butyrate 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: 40.0%

(+/-)-trans-2-azido-cyclopentyl butyrate → (1S,2S)-2-azido-cyclopentyl butyrate (756874-86-9) + (1R,2R)-trans-2-azidocyclopentanol (110716-79-5,88807-02-7)

Guidance literature:

With Pseudomonas cepacia lipase (Amano-PS); In phosphate buffer; for 1.5h; pH=7.2; Enzymatic reaction;

DOI:10.1021/jo049442+

Reference yield: 99.0%

(1S,2S)-2-azido-cyclopentyl butyrate (756874-86-9) → (1S,2S)-trans-2-azidocyclopentanol (125356-51-6,88807-02-7)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/jo049442+

Reference yield:

(1S,2S)-2-azido-cyclopentyl butyrate (756874-86-9) → (1R,2S)-2-tert-Butoxycarbonylaminocyclopentylamine (445479-01-6,1193388-07-6,365996-21-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / NaOMe / methanol

2: H₂ / PtO₂ Adams catalyst / ethyl acetate / 3.5 h / 20 °C / 1810.02 - 2068.59 Torr

3: triethylamine / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4: sodium azide / dimethylformamide / 5 h / 68 - 70 °C

5: H₂ / PtO₂ Adams catalyst / methanol / 3.5 h / 20 °C / 1810.02 - 2068.59 Torr

With sodium azide; hydrogen; sodium methylate; triethylamine; platinum(IV) oxide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo049442+

Downstream raw materials:

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

(1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol

(1R,2S)-2-tert-Butoxycarbonylaminocyclopentylamine