(S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate
• CAS No.: 1064052-00-1
• Molecular Formula: C₁₁H₂₂N₂O₂
• Molecular Weight: 214.308
• Mol file: 1064052-00-1.mol

Synonyms:

Chemical Property of (S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate

Chemical Property:

• Boiling Point: 287℃
• PKA: 10.25±0.10(Predicted)
• Flash Point: 127℃
• Density: 0.993

Purity/Quality:

99% ^*data from raw suppliers

(S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate

There total 4 articles about (S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate 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%

benzyl (3R)-3-[[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]methyl]pyrrolidine-1-carboxylate → tert-butyl N-methyl-N-[[(3S)-pyrrolidin-3-yl]methyl]carbamate (1064052-00-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 14h; Inert atmosphere;

Reference yield:

benzyl (3R)-3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]pyrrolidine-1-carboxylate (1217622-63-3) → tert-butyl N-methyl-N-[[(3S)-pyrrolidin-3-yl]methyl]carbamate (1064052-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.5 h / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine (169750-01-0) → tert-butyl N-methyl-N-[[(3S)-pyrrolidin-3-yl]methyl]carbamate (1064052-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.08 h / 0 °C

1.2: 0.5 h / 0 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.5 h / 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

benzyl (3R)-3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]pyrrolidine-1-carboxylate

(S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine

Refernces

• 1、 -. "QUINAZOLINEDIONE DERIVATIVE". Paragraph 1628; 1631; 1636; 1637. . Retrieved 2015/03/16.