3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester

Base Information

• Chemical Name: 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester
• CAS No.: 868083-12-9
• Molecular Formula: C₃₀H₂₉NO₇
• Molecular Weight: 515.563
• Mol file: 868083-12-9.mol

Synonyms:3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester

Chemical Property of 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester

There total 3 articles about 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester 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: 20.0%

3,5-dibenzyloxylbenzoyl chloride (28917-44-4) + ethyl [(2Z,3R)-3-(1-hydroxyethyl)-4-oxoazetidin-2-ylidene]acetate (410524-30-0) → 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester (868083-12-9)

Guidance literature:

With tin(IV) chloride; In benzene; for 4h; Heating;

DOI:10.1016/j.bmc.2005.06.041

Reference yield:

ethyl {(2E,3S)-3-[(1R)-(tert-butyldimethylsilanyloxy)ethyl]-4-oxoazetidin-2-ylidene}acetate (410524-32-2) → 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester (868083-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / acetonitrile

2: 20 percent / SnCl₄ / benzene / 4 h / Heating

With hydrogenchloride; tin(IV) chloride; In acetonitrile; benzene;

DOI:10.1016/j.bmc.2005.06.041

Reference yield:

ethyl {(2Z,3S)-3-[(1R)-(tert-butyldimethylsilanyloxy)ethyl]-4-oxoazetidin-2-ylidene}acetate (410524-29-7) → 3,5-Bis-benzyloxy-benzoic acid (R)-1-{(S)-2-[1-ethoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-3-yl}-ethyl ester (868083-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / HCl / acetonitrile

2: 20 percent / SnCl₄ / benzene / 4 h / Heating

With hydrogenchloride; tin(IV) chloride; In acetonitrile; benzene;

DOI:10.1016/j.bmc.2005.06.041

upstream raw materials:

3,5-dibenzyloxylbenzoyl chloride

ethyl [(2Z,3R)-3-(1-hydroxyethyl)-4-oxoazetidin-2-ylidene]acetate

ethyl {(2E,3S)-3-[(1R)-(tert-butyldimethylsilanyloxy)ethyl]-4-oxoazetidin-2-ylidene}acetate

ethyl {(2Z,3S)-3-[(1R)-(tert-butyldimethylsilanyloxy)ethyl]-4-oxoazetidin-2-ylidene}acetate