2-Azetidinecarboxylic acid, 1-[(2,4-dimethoxyphenyl)methyl]-3-(1-methylethyl)-4-oxo-, ethyl ester, trans-

Base Information

• Chemical Name: 2-Azetidinecarboxylic acid, 1-[(2,4-dimethoxyphenyl)methyl]-3-(1-methylethyl)-4-oxo-, ethyl ester, trans-
• CAS No.: 102357-79-9
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.4
• Mol file: 102357-79-9.mol

Synonyms:

Chemical Property of 2-Azetidinecarboxylic acid, 1-[(2,4-dimethoxyphenyl)methyl]-3-(1-methylethyl)-4-oxo-, ethyl ester, trans-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Azetidinecarboxylic acid, 1-[(2,4-dimethoxyphenyl)methyl]-3-(1-methylethyl)-4-oxo-, ethyl ester, trans-

There total 9 articles about 2-Azetidinecarboxylic acid, 1-[(2,4-dimethoxyphenyl)methyl]-3-(1-methylethyl)-4-oxo-, ethyl ester, trans- 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:

diethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2,2-azetidinedicarboxylate (94271-66-6) → ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate (94271-67-7,94271-68-8,102357-79-9,102357-80-2) + ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate (94271-67-7,94271-68-8,102357-79-9,102357-80-2)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 170 - 180 ℃; Yield given. Yields of byproduct given;

Reference yield:

diethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2,2-azetidinedicarboxylate (94271-66-6) → ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate (94271-67-7,94271-68-8,102357-79-9,102357-80-2) + ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate (94271-67-7,94271-68-8,102357-79-9,102357-80-2)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 170 - 180 ℃; Yield given. Yields of byproduct given;

Reference yield:

1-(2,4-Dimethoxy-benzyl)-3-isopropyl-4-oxo-azetidine-2-carboxylic acid ethyl ester (94271-67-7,94271-68-8,102357-79-9,102357-80-2) → (3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxymethyl-3-isopropyl-azetidin-2-one (129374-60-3,129374-61-4) + ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate (94271-67-7,94271-68-8,102357-79-9,102357-80-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

upstream raw materials:

diethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2,2-azetidinedicarboxylate

2-bromoisovaleryl chloride

diethyl N-(2,4-dimethoxybenzyl)-amino-malonate

diethyl (+/-)-N-(2-bromo-3-methylbutanoyl)-N-(2,4-dimethoxybenzyl)aminomalonate

Downstream raw materials:

(3R,4S)-1-(2,4-Dimethoxy-benzyl)-4-hydroxymethyl-3-isopropyl-azetidin-2-one

ethyl (+/-)-3-isopropyl-1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylate

2-Hydroxy-2-((2S,3S)-3-isopropyl-2-methanesulfonyloxymethyl-4-oxo-azetidin-1-yl)-3-oxo-butyric acid benzyl ester

cis-benzyl 3-hydroxy-2-<2-oxo-3-isopropyl-4-(methylsulfonyloxymethyl)azetidin-1-yl>but-2-enoate

Refernces

• 1、 Greff, Zoltan,Horvath, Zoltan,Nyitrai, Jozsef,Kajtar-Peredy, Maria,Brlik, Janos. "Simple and Condensed β-Lactams 12. Alternative Entry into the 2-Isocephem and 2-Iso-oxacephem Series.". . p. 1201 - 1258. Retrieved 2007/10/02.