tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate

Base Information

• Chemical Name: tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate
• CAS No.: 1380110-38-2
• Molecular Formula: C₁₈H₂₇N₃O₅
• Molecular Weight: 365.429
• Mol file: 1380110-38-2.mol

Synonyms:tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate

Chemical Property of tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate

There total 4 articles about tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]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: 76.0%

C18H14O8*C18H27N3O5 (1380112-32-2) → tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate (1380110-38-2)

Guidance literature:

With potassium phosphate; In water; ethyl acetate; at 20 - 25 ℃; for 0.5h; Diatomaceous earth;

Reference yield:

tert-butyl [cis-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate → tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate (1380110-38-2)

Guidance literature:

tert-butyl [cis-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate; In ethyl acetate; Large scale;

With tert-butyl [cis-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate; In ethyl acetate; at 20 - 60 ℃; for 2h; Large scale;

With potassium phosphate; In water; ethyl acetate; at 20 ℃; for 1h; Large scale;

DOI:10.1021/acs.oprd.7b00359

Reference yield:

tert-butyl {cis-1-(2,4-dimethoxybenzyl)-2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-4-oxoazetidin-3-yl}carbamate → tert-butyl [(2R,3S)-2-(aminomethyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl]carbamate (1380110-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethyl acetate / 2 h / 78 °C / Inert atmosphere; Large scale

2.1: diatomaceous earth / ethyl acetate / Large scale

2.2: 2 h / 20 - 60 °C / Large scale

2.3: 1 h / 20 °C / Large scale

With diatomaceous earth; In ethyl acetate;

DOI:10.1021/acs.oprd.7b00359

upstream raw materials:

C₁₈H₁₄O₈*C₁₈H₂₇N₃O₅

BOC-glycine

Downstream raw materials:

tert-butyl ((2R,3S)-2-((3-((1,5-bis-(benzyloxy)-4-oxo-1,4-dihydropyridin-2-yl)methyl)ureido)-methyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl)-carbamate