{(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester
• CAS No.: 107685-89-2
• Molecular Formula: C₂₅H₂₄ClN₃O₁₀
• Molecular Weight: 561.933
• Mol file: 107685-89-2.mol

Synonyms:

Chemical Property of {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester

There total 6 articles about {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl 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:

p-nitrobenzyl (1'RS,3SR,4RS)-<4-allyl-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-2-oxoazetidin-1-yl>hydroxyacetate (107685-88-1,107794-34-3) → {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester (107685-89-2,107794-35-4)

Guidance literature:

With thionyl chloride; lutidine; In tetrahydrofuran; at -20 ℃; for 1h;

Reference yield:

p-nitrobenzyl glyoxylate (64370-35-0) → {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester (107685-89-2,107794-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / benzene / 6 h / Heating

2: 0.723 g / SOCl₂, lutidine / tetrahydrofuran / 1 h / -20 °C

With thionyl chloride; lutidine; In tetrahydrofuran; benzene;

Reference yield:

(1'RS,3SR,4RS)-4-allyl-1-(dimethyl-t-butylsilyl)-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-azetidin-2-one (107668-31-5) → {(2R,3S)-2-Allyl-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-chloro-acetic acid 4-nitro-benzyl ester (107685-89-2,107794-35-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / KF / methanol / 0.08 h / Ambient temperature

2: 93 percent / benzene / 6 h / Heating

3: 0.723 g / SOCl₂, lutidine / tetrahydrofuran / 1 h / -20 °C

With potassium fluoride; thionyl chloride; lutidine; In tetrahydrofuran; methanol; benzene;

upstream raw materials:

p-nitrobenzyl (1'RS,3SR,4RS)-<4-allyl-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-2-oxoazetidin-1-yl>hydroxyacetate

p-nitrobenzyl glyoxylate

(1'RS,3SR,4RS)-4-allyl-1-(dimethyl-t-butylsilyl)-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-azetidin-2-one

(1'RS,3SR,4RS)-4-allyl-3-<1-(p-nitrobenzyloxycarbonyloxy)-ethyl>azetidin-2-one

Downstream raw materials:

p-nitrobenzyl (1'RS,3aRS,4aRS,5SR,7aRS)-3a,4,4a,5,6,7a-hexahydro-5-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-6-oxo-3H-azeto<1',2':1,5>pyrrolo<2,3-c>pyrazole-7a-carboxylate

p-nitrobenzyl (1'RS,2SR,4RS,6RS,7SR)-7-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

p-nitrobenzyl 3-methyl-6-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

p-nitrobenzyl (1'RS,5RS,6SR)-6-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate