{(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester
• CAS No.: 98376-39-7
• Molecular Formula: C₄₇H₄₄FN₄O₁₀P
• Molecular Weight: 874.859

Synonyms:

Chemical Property of {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

There total 14 articles about {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-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:

2-[(2S,3R)-3-(1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-propionic acid methyl ester (98376-36-4,98463-16-2) → {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(S)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (98376-39-7,98463-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 27 percent / Ph₃P=CH₂ / tetrahydrofuran / -20 °C

2: tetrahydrofuran

3: benzene / Heating

With Methylenetriphenylphosphorane; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)94906-2

Reference yield:

2-[(2S,3R)-3-(1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-propionic acid methyl ester (98376-36-4,98463-16-2) → {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(R)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (98376-39-7,98463-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 27 percent / Ph₃P=CH₂ / tetrahydrofuran / -20 °C

2: tetrahydrofuran

3: benzene / Heating

With Methylenetriphenylphosphorane; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)94906-2

Reference yield:

[(2R,3R)-3-(1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-acetic acid methyl ester (98376-25-1) → {(2R,3R)-3-(1-Fluoro-ethyl)-2-[(E)-(S)-1-methyl-6-(4-nitro-benzyloxycarbonylamino)-2-oxo-hex-3-enyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (98376-39-7,98463-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1: LDA / tetrahydrofuran / -78 °C

2: 27 percent / Ph₃P=CH₂ / tetrahydrofuran / -20 °C

3: tetrahydrofuran

4: benzene / Heating

With Methylenetriphenylphosphorane; lithium diisopropyl amide; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(00)94906-2

upstream raw materials:

p-nitrobenzyl glyoxylate monohydrate

{(E)-(S)-6-[(2R,3R)-3-(1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-5-oxo-hept-3-enyl}-carbamic acid 4-nitro-benzyl ester

triphenylphosphine

(3-Oxo-propyl)-carbamic acid 4-nitro-benzyl ester

Downstream raw materials:

(4S,5R,6R)-6-(1-Fluoro-ethyl)-4-methyl-3-[(E)-4-(4-nitro-benzyloxycarbonylamino)-but-1-enyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5R,6R)-6-(1-Fluoro-ethyl)-4-methyl-3-[(E)-4-(4-nitro-benzyloxycarbonylamino)-but-1-enyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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