(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

Chemical Name:(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
CAS No.:135237-79-5
Molecular Formula:C₂₁H₂₃N₃O₅S₂
Molecular Weight:461.563
Hs Code.:

(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Synonyms:

Suppliers and Price of (4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

There total 9 articles about (4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-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: 57.0%

: {(2R,3S)-3-((R)-1-Hydroxy-ethyl)-2-[(R)-1-methyl-2-oxo-3-([1,3,4]thiadiazol-2-ylsulfanyl)-propyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester

: 135237-79-5
(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: In toluene; at 103 ℃; for 2h;
DOI:10.1248/cpb.39.663

Reference yield:

: 622410-46-2
(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(1-methyl-allyl)-azetidin-2-one

: 135237-79-5
(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 38 percent / BF₃*Et₂O / acetonitrile / 12 h / Ambient temperature

2: 96 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 94 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: 11.4 percent / m-chloroperbenzoic acid, Na₂CO₃, MgSO₄ / CH₂Cl₂ / 48 h / Ambient temperature

6: 89 percent / n-BuLi / hexane; tetrahydrofuran / 12 h / Ambient temperature

7: 1) DMSO, (CF₃CO)2O 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 30 min 2) 20 min

8: 98 percent / conc. HCl / acetonitrile / 2 h / 0 °C

9: 57 percent / toluene / 2 h / 103 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; boron trifluoride diethyl etherate; sodium carbonate; magnesium sulfate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1248/cpb.39.663

Reference yield:

: 96613-71-7
4(R)-<1-buten-3(S)-yl>-3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxoazetidine

: 135237-79-5
(4S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 11.4 percent / m-chloroperbenzoic acid, Na₂CO₃, MgSO₄ / CH₂Cl₂ / 48 h / Ambient temperature

3: 89 percent / n-BuLi / hexane; tetrahydrofuran / 12 h / Ambient temperature

4: 1) DMSO, (CF₃CO)2O 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 30 min 2) 20 min

5: 98 percent / conc. HCl / acetonitrile / 2 h / 0 °C

6: 57 percent / toluene / 2 h / 103 °C

With hydrogenchloride; n-butyllithium; sodium carbonate; magnesium sulfate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1248/cpb.39.663