(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Base Information

Chemical Name:(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester
CAS No.:182256-11-7
Molecular Formula:C₂₄H₂₃N₃O₄S₃
Molecular Weight:513.662
Hs Code.:

Synonyms:(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

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Chemical Property of (R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

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Technology Process of (R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

There total 4 articles about (R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid 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:

: 81482-49-7
benzyl 6-β-amidopenicillanate

: 182256-11-7
(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 4 Angstroem molecular sieves, DBU / CH₂Cl₂ / 1.) -78 deg C, 2.) -78 deg C, 1.5 h; -78 deg C to 20 deg C, 1 h

2: tetrahydrofuran / 1.5 h / Ambient temperature

3: 33 percent / acetic acid, potassium azodicarboxylate / tetrahydrofuran; acetone / 48 h / Ambient temperature

4: 55 percent / 80percent aq. magnesium monoperoxyphthalate hexahydrate, benzyltrimethylammonium chloride / CHCl₃ / 5 h / Ambient temperature

5: 55 percent / toluene / 4 h / Heating

With 4 A molecular sieve; potassium diazodicarboxylate; benzyltrimethylammonium chloride; magnesium monoperoxyphthalate hexahydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; chloroform; acetone; toluene;

Reference yield:

: 39126-59-5
6-oxopenicillanic acid benzyl ester

: 182256-11-7
(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 1.5 h / Ambient temperature

2: 33 percent / acetic acid, potassium azodicarboxylate / tetrahydrofuran; acetone / 48 h / Ambient temperature

3: 55 percent / 80percent aq. magnesium monoperoxyphthalate hexahydrate, benzyltrimethylammonium chloride / CHCl₃ / 5 h / Ambient temperature

4: 55 percent / toluene / 4 h / Heating

With potassium diazodicarboxylate; benzyltrimethylammonium chloride; magnesium monoperoxyphthalate hexahydrate; acetic acid; In tetrahydrofuran; chloroform; acetone; toluene;

Reference yield:

: (2S,5R)-6-Carbamoylmethyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester

: 182256-11-7
(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / 80percent aq. magnesium monoperoxyphthalate hexahydrate, benzyltrimethylammonium chloride / CHCl₃ / 5 h / Ambient temperature

2: 55 percent / toluene / 4 h / Heating

With benzyltrimethylammonium chloride; magnesium monoperoxyphthalate hexahydrate; In chloroform; toluene;