tert-Butyl 2-(aminomethyl)azetidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-(aminomethyl)azetidine-1-carboxylate
• CAS No.: 939760-37-9
• Molecular Formula: C₉H₁₈N₂O₂
• Molecular Weight: 186.254
• Hs Code.: 2933990090
• European Community (EC) Number: 869-574-5
• Mol file: 939760-37-9.mol

Synonyms:tert-Butyl 2-(aminomethyl)azetidine-1-carboxylate;939760-37-9;2-AMINOMethyl-AZETIDINE-1-CARBOXYLIc acid TERT-BUTYL ESTER;2-AMINOMETHYL-1-BOC-AZETIDINE;1-Boc-2-(aminomethyl)azetidine;MFCD08544502;1-Boc-2-Aminomethylazetidine;MFCD17215571;MFCD21642079;SCHEMBL1630474;XTIGSUFOTRCYOO-UHFFFAOYSA-N;2-AMINOMETHylazetidinE-1-CARBOXYLIC ACID tert-butyl ESTER;(R)-(1-Boc-2-azetidinyl)methanamine;(S)-(1-Boc-2-azetidinyl)methanamine;AKOS015907268;CS-W018739;GS-4003;PB13979;PB19595;PB22180;SY097169;SY098426;SY104912;EN300-633463;tert-Butyl2-(aminomethyl)azetidine-1-carboxylate;A859609

Chemical Property of tert-Butyl 2-(aminomethyl)azetidine-1-carboxylate

Chemical Property:

• PSA: 55.56000
• LogP: 1.59270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.136827821
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2-(Aminomethyl)azetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC1CN

Technology Process of tert-Butyl 2-(aminomethyl)azetidine-1-carboxylate

There total 5 articles about tert-Butyl 2-(aminomethyl)azetidine-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: 100.0%

(R)-tert-butyl 2-(azidomethyl)azetidine-1-carboxylate (1005756-63-7) → (R)-tert-butyl 2-(aminomethyl)azetidine-1-carboxylate (887626-82-6,939760-37-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 1h; under 2327.23 Torr;

Reference yield: 25.0%

(S)-2-carbamoyl-azetidine-1-carboxylic acid tert-butyl ester (105443-94-5) → tert-butyl (2S)-2-(aminomethyl)azetidine-1-carboxylate (1007873-90-6,939760-37-9)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (R)-tert-butyl 2-(aminomethyl)azetidine-1-carboxylate (887626-82-6,939760-37-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,4-dioxane; water / 1 h / 0 - 20 °C

2.1: lithium borohydride; chloro-trimethyl-silane / tetrahydrofuran / 3.5 h / 0 - 20 °C

3.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0.17 h / 0 °C

3.2: 6 h / 65 °C

4.1: hydrogen / palladium 10% on activated carbon / methanol / 1 h / 2327.23 Torr

With lithium borohydride; chloro-trimethyl-silane; hydrogen; methanesulfonyl chloride; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; water;

upstream raw materials:

(R)-tert-butyl 2-(azidomethyl)azetidine-1-carboxylate

di-tert-butyl dicarbonate

(R)-N-(tert-butoxycarbonyl)azetidine-2-carboxylic acid

(R)-1-t-butyloxycarbonyl-2-azetidinemethanol

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