3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Base Information

Chemical Name:3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one
CAS No.:99765-25-0
Molecular Formula:C₂₅H₃₉NO₈SSi
Molecular Weight:541.738
Hs Code.:

Synonyms:3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Suppliers and Price of 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

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 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

There total 8 articles about 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 99827-43-7
3(S)-<1(R)-hydroxyethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

: 99765-25-0
3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Guidance literature:: With dmap; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jo00353a025

Reference yield:

: 98114-06-8
6α-Bromopenicillanic acid 1,1-dioxide methyl ester

: 99765-25-0
3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) DBU, 2.) CF₃COOH / tetrahydrofuran / 1.) 5 deg C, 1 h, 2.) 5 deg C, 5 min

2: tetrahydrofuran / Ambient temperature

3: 94 percent / K₂CO₃ / acetone / 2.5 h / Ambient temperature

4: 1.) LiCuBu / 1.) THF, -78 deg C, 40 min, 2.) THF, -78 deg C, 1 h

5: 59.3 percent / triphenylphosphine, diethyl azocarboxylate / tetrahydrofuran / 0 - 8 °C

6: 94.8 percent / CH₃ONa / tetrahydrofuran; methanol / 1 h / -3 °C

7: 98 percent / 4-(dimethylamino)pyridine / dimethylformamide / Ambient temperature

With dmap; sodium methylate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00353a025

Reference yield:

: 2-((3S,4R)-3-Bromo-2-oxo-4-sulfino-azetidin-1-yl)-3-methyl-but-2-enoic acid methyl ester

: 99765-25-0
3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<(2,5-dimethoxyphenyl)sulfonyl>-1-<1-(methoxycarbonyl)-2-methyl-1-propen-1-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / Ambient temperature

2: 94 percent / K₂CO₃ / acetone / 2.5 h / Ambient temperature

3: 1.) LiCuBu / 1.) THF, -78 deg C, 40 min, 2.) THF, -78 deg C, 1 h

4: 59.3 percent / triphenylphosphine, diethyl azocarboxylate / tetrahydrofuran / 0 - 8 °C

5: 94.8 percent / CH₃ONa / tetrahydrofuran; methanol / 1 h / -3 °C

6: 98 percent / 4-(dimethylamino)pyridine / dimethylformamide / Ambient temperature

With dmap; sodium methylate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00353a025