{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester
• CAS No.: 81036-31-9
• Molecular Formula: C₅₁H₅₇N₄O₁₀PS₃Si
• Molecular Weight: 1041.29

Synonyms:{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property of {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-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,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

There total 9 articles about {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-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:

γ-<<(p-nitrobenzyl)oxycarbonyl>amino>butyric acid (63216-42-2) → {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (81036-31-9)

Guidance literature:

Multi-step reaction with 8 steps

1: triethylamine / tetrahydrofuran

2: NaBH₄

5: sodium methylate / methanol / 0.33 h / 0 °C

6: methanol / 0.33 h / 0 °C

7: 78 percent / benzene / 22 h / Heating

8: 1.)thionyl chloride, 2,6-lutidine 2.) 2,6-lutidine / 1.) THF, -15 deg C, 15 min, 2.) THF, 75 deg C, 42 h

With 2,6-dimethylpyridine; sodium tetrahydroborate; thionyl chloride; sodium methylate; triethylamine; In tetrahydrofuran; methanol; benzene;

DOI:10.1248/cpb.29.3158

Reference yield:

(4-Hydroxy-butyl)-carbamic acid 4-nitro-benzyl ester (81036-23-9) → {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (81036-31-9)

Guidance literature:

Multi-step reaction with 6 steps

3: sodium methylate / methanol / 0.33 h / 0 °C

4: methanol / 0.33 h / 0 °C

5: 78 percent / benzene / 22 h / Heating

6: 1.)thionyl chloride, 2,6-lutidine 2.) 2,6-lutidine / 1.) THF, -15 deg C, 15 min, 2.) THF, 75 deg C, 42 h

With 2,6-dimethylpyridine; thionyl chloride; sodium methylate; In methanol; benzene;

DOI:10.1248/cpb.29.3158

Reference yield:

Methanesulfonic acid 4-(4-nitro-benzyloxycarbonylamino)-butyl ester (81036-24-0) → {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (81036-31-9)

Guidance literature:

Multi-step reaction with 5 steps

2: sodium methylate / methanol / 0.33 h / 0 °C

3: methanol / 0.33 h / 0 °C

4: 78 percent / benzene / 22 h / Heating

5: 1.)thionyl chloride, 2,6-lutidine 2.) 2,6-lutidine / 1.) THF, -15 deg C, 15 min, 2.) THF, 75 deg C, 42 h

With 2,6-dimethylpyridine; thionyl chloride; sodium methylate; In methanol; benzene;

DOI:10.1248/cpb.29.3158

upstream raw materials:

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

triphenylphosphine

γ-<<(p-nitrobenzyl)oxycarbonyl>amino>butyric acid

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

Downstream raw materials:

(5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanyl]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(5R,6S)-6-((R)-1-Hydroxy-ethyl)-3-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanyl]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanyl]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[4-(4-nitro-benzyloxycarbonylamino)-butylsulfanyl]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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