(S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole

Base Information

• Chemical Name: (S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole
• CAS No.: 851394-30-4
• Molecular Formula: C₆H₁₁N₅
• Molecular Weight: 153.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50458254
• Nikkaji Number: J2.274.492E
• Wikidata: Q82281454
• Mol file: 851394-30-4.mol

Synonyms:(S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole;851394-30-4;5-[[(2S)-pyrrolidin-2-yl]methyl]-2H-tetrazole;2H-Tetrazole,5-[(2S)-2-pyrrolidinylmethyl]-;SCHEMBL13363849;DTXSID50458254;MFCD07776791;AKOS006287559;2alpha-(1H-Tetrazole-5-ylmethyl)pyrrolidine;(S)-5-(pyrrolidin-2-ylmethyl)-1H-tetrazole

Chemical Property of (S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 340.843°C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 159.936°C
• PSA: 66.49000
• Density: 1.266g/cm³
• LogP: -0.17700
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.10144537
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

98% ^*data from raw suppliers

(S)-5-PYRROLIDIN-2-YLMETHYL-1H-TETRAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)CC2=NNN=N2
• Isomeric SMILES: C1C[C@H](NC1)CC2=NNN=N2

Technology Process of (S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole

There total 5 articles about (S)-5-Pyrrolidin-2-ylmethyl-1H-tetrazole 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: 55.0%

2-(1H-tetrazol-5-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester (851394-29-1) → 5-[(S)-1-pyrrolidin-2-ylmethyl]-1H-tetrazole (851394-30-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; acetic acid; under 760 Torr;

DOI:10.1055/s-2005-862392

Reference yield:

N-Cbz-Prolinol (6216-63-3) → 5-[(S)-1-pyrrolidin-2-ylmethyl]-1H-tetrazole (851394-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 20 °C

2: 93 percent / 50 °C

3: 73 percent / NaN₃; NH₄Cl / 150 °C

4: 55 percent / H₂ / Pd/C / acetic acid; H₂O / 760 Torr

With pyridine; sodium azide; hydrogen; ammonium chloride; palladium on activated charcoal; In water; acetic acid;

DOI:10.1055/s-2005-862392

Reference yield:

(2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester (72500-24-4) → 5-[(S)-1-pyrrolidin-2-ylmethyl]-1H-tetrazole (851394-30-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / 50 °C

2: 73 percent / NaN₃; NH₄Cl / 150 °C

3: 55 percent / H₂ / Pd/C / acetic acid; H₂O / 760 Torr

With sodium azide; hydrogen; ammonium chloride; palladium on activated charcoal; In water; acetic acid;

DOI:10.1055/s-2005-862392

upstream raw materials:

2-(1H-tetrazol-5-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester

N-Cbz-Prolinol

(2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester

(S)-benzyl 2-(cyanomethyl)pyrrolidine-1-carboxylate

Downstream raw materials:

(10aS)-5-(4-methoxyphenylimino)-6-iso-butyl-8,9,10,10a-tetrahydrotetrazolo[1,5-a]pyrrolo[2,1-d]-1,5-diazepane