Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester

Base Information

• Chemical Name: Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester
• CAS No.: 123176-31-8
• Molecular Formula: C₁₇H₁₃F₃N₂O₇
• Molecular Weight: 414.295
• Mol file: 123176-31-8.mol

Synonyms:Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester

Chemical Property of Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester

There total 3 articles about Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl 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:

(3-Benzoylamino-2-chloro-4-oxo-azetidin-1-yl)-(2,2-dimethyl-[1,3]dioxan-5-ylidene)-acetic acid benzyl ester (123176-32-9) + trifluoroacetic acid (76-05-1) → (1'R*,5'S*)-3-(7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-ene-6-yl)-4-hydroxymethyl-2,5-dihydrofuran-2-one (90602-97-4) + Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester (123176-31-8) + acetone (67-64-1) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With trifluoroacetic acid; In chloroform-d1; for 0.166667h; Yield given;

DOI:10.1016/0040-4020(89)80099-7

Reference yield:

benzyl (3*R,4*S)-2-(3-benzoylamino-4-methylthio-2-oxo-azetidin-1-yl)-2-(2,2-dimethyl-1,3-dioxan-5-ylidene)acetate (90602-94-1) → Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester (123176-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorine / CH₂Cl₂ / -22 °C

2: acetone; CDCl₃ / 0.17 h

With chlorine; In chloroform-d1; dichloromethane; acetone;

DOI:10.1016/0040-4020(89)80099-7

Reference yield:

(3-Benzoylamino-2-chloro-4-oxo-azetidin-1-yl)-(2,2-dimethyl-[1,3]dioxan-5-ylidene)-acetic acid benzyl ester (123176-32-9) + trifluoroacetic acid (76-05-1) → (1'R*,5'S*)-3-(7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-ene-6-yl)-4-hydroxymethyl-2,5-dihydrofuran-2-one (90602-97-4) + Trifluoro-acetic acid (2R,3R)-3-benzoylamino-1-(4-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-yl)-4-oxo-azetidin-2-yl ester (123176-31-8)

Guidance literature:

In chloroform-d1; acetone; for 0.166667h; Yield given;

DOI:10.1016/0040-4020(89)80099-7

upstream raw materials:

(3-Benzoylamino-2-chloro-4-oxo-azetidin-1-yl)-(2,2-dimethyl-[1,3]dioxan-5-ylidene)-acetic acid benzyl ester

trifluoroacetic acid

benzyl (3^*R,4^*S)-2-(3-benzoylamino-4-methylthio-2-oxo-azetidin-1-yl)-2-(2,2-dimethyl-1,3-dioxan-5-ylidene)acetate