(S)-Tert-butyl 3-(azidomethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (S)-Tert-butyl 3-(azidomethyl)piperidine-1-carboxylate
• CAS No.: 140645-22-3
• Molecular Formula: C11H20N4O2
• Molecular Weight: 240.31
• DSSTox Substance ID: DTXSID70435360
• Wikidata: Q82250230
• Mol file: 140645-22-3.mol

Synonyms:140645-22-3;(S)-TERT-BUTYL 3-(AZIDOMETHYL)PIPERIDINE-1-CARBOXYLATE;Tert-butyl (3S)-3-(azidomethyl)piperidine-1-carboxylate;(3S)-3-azidomethyl-1-(tert-butoxycarbonyl)piperidine;SCHEMBL17075668;DTXSID70435360;(S)-1-Boc-3-(azidomethyl)piperidine;(3S)-3-azidomethyl-1-(tert-butoxy-carbonyl)piperidine;(3S)-3-azidomethyl-1-(tert-butoxycarbonyl)-piperidine

Chemical Property of (S)-Tert-butyl 3-(azidomethyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 79.29000
• LogP: 2.33446
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 240.15862589
• Heavy Atom Count: 17
• Complexity: 318

Purity/Quality:

97% ^*data from raw suppliers

(S)-TERT-BUTYL-3-(AZIDOMETHYL)PIPERIDINE-1-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)CN=[N+]=[N-]
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@@H](C1)CN=[N+]=[N-]

Technology Process of (S)-Tert-butyl 3-(azidomethyl)piperidine-1-carboxylate

There total 8 articles about (S)-Tert-butyl 3-(azidomethyl)piperidine-1-carboxylate 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: 92.0%

tert-butyl (3S)-3-[[(4-methylbenzenesulfonyl)oxy]methyl]piperidine-1-carboxylate (191092-08-7) → (3S)-3-azidomethyl-1-(tert-butoxycarbonyl)-piperidine (140645-22-3)

Guidance literature:

With sodium azide; sodium iodide; In N,N-dimethyl-formamide; at 70 ℃; for 4h;

Reference yield:

(S)-<<(methylsulfonyl)oxy>methyl>piperidine-1-carboxylic acid tert-butyl ester (364356-44-5) → (3S)-3-azidomethyl-1-(tert-butoxycarbonyl)-piperidine (140645-22-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

DOI:10.1021/jm00049a008

Reference yield:

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate (140695-84-7) → (3S)-3-azidomethyl-1-(tert-butoxycarbonyl)-piperidine (140645-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃ / CH₂Cl₂ / 1.5 h / 0 °C

2: sodium azide / dimethylformamide / 24 h / 50 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00049a008

upstream raw materials:

(S)-<<(methylsulfonyl)oxy>methyl>piperidine-1-carboxylic acid tert-butyl ester

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate

di-tert-butyl dicarbonate

(S)-(+)-nipecotic acid ethyl ester

Downstream raw materials:

1,1-dimethylethyl (3R)-3-(aminomethyl)-1-piperidinecarboxylate

(R)-<<(benzyloxycarbonyl)amino>methyl>piperidine-1-carboxylic acid tert-butyl ester

(S)-1-Piperidin-3-ylmethyl-carbamic acid benzyl ester

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