benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate

Base Information

• Chemical Name: benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate
• CAS No.: 86334-59-0
• Molecular Formula: C₂₅H₃₀N₂O₇
• Molecular Weight: 470.522
• Mol file: 86334-59-0.mol

Synonyms:benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate

Chemical Property of benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate

There total 8 articles about benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-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: 98.3%

benzyl chloroformate (501-53-1,94274-21-2) + (3S,4S)-3-amino-1-(2,4-dimethoxybenzyl)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)azetidin-2-one (86334-58-9) → benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate (86334-59-0)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; at 0 - 25 ℃; for 2h; Large scale;

DOI:10.1021/acs.oprd.9b00330

Reference yield: 50.4%

C15H21NO4 + C14H17NO6 → benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate (86334-59-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/acs.oprd.9b00330

Reference yield:

2,4-Dimethoxybenzylamine (20781-20-8) → benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate (86334-59-0)

Guidance literature:

Multi-step reaction with 4 steps

2: 91 percent Chromat_. / Et₃N / CH₂Cl₂ / 0 °C

3: 96 percent / NH₂NHCH₃ / CH₂Cl₂ / 48 h / 25 °C

4: butylene oxide / CH₂Cl₂

With tetrahydrofuran; triethylamine; methylhydrazine; In dichloromethane;

DOI:10.1002/hlca.19830660732

upstream raw materials:

benzyl chloroformate

(3S,4S)-3-amino-1-(2,4-dimethoxybenzyl)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)azetidin-2-one

2,4-Dimethoxybenzylamine

N-<(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-<(R)-2,2-dimethyl-1,3-dioxalan-4-yl>-2-oxo-3-azetidinyl>phthalimide

Downstream raw materials:

(3S,4S)-3-benzyloxycarbonylamino-4-hydroxymethyl-2-azetidinone