(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

Base Information

Chemical Name:(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
CAS No.:81036-35-3
Molecular Formula:C₃₃H₄₂N₄O₁₀S₂Si
Molecular Weight:746.935
Hs Code.:

(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

Synonyms:(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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Chemical Property of (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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Technology Process of (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

There total 10 articles about (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 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: 58.0%

: 81036-31-9
{(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

: 81036-38-6
(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

: 81036-35-3
(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

Guidance literature:: With hydroquinone; In xylene; at 125 - 130 ℃; for 16h;
DOI:10.1248/cpb.29.3158

Reference yield:

: 63216-42-2
γ-<<(p-nitrobenzyl)oxycarbonyl>amino>butyric acid

: 81036-35-3
(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

Guidance literature:: Multi-step reaction with 9 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

9: 58 percent / hydroquinone / xylene / 16 h / 125 - 130 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; thionyl chloride; sodium methylate; triethylamine; hydroquinone; In tetrahydrofuran; methanol; xylene; benzene;
DOI:10.1248/cpb.29.3158

Reference yield:

: 81036-23-9
(4-Hydroxy-butyl)-carbamic acid 4-nitro-benzyl ester

: 81036-35-3
(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

Guidance literature:: Multi-step reaction with 7 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

7: 58 percent / hydroquinone / xylene / 16 h / 125 - 130 °C

With 2,6-dimethylpyridine; thionyl chloride; sodium methylate; hydroquinone; In methanol; xylene; benzene;
DOI:10.1248/cpb.29.3158