(3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one

Base Information

• Chemical Name: (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one
• CAS No.: 90211-50-0
• Molecular Formula: C₃₃H₃₄N₂O₇
• Molecular Weight: 570.642

Synonyms:(3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one

Chemical Property of (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one

Chemical Property:

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Technology Process of (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one

There total 2 articles about (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-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: 53.0%

(S)-Ethyl lactate (687-47-8) + (1R,5S)-3-phenyl-6-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene (68057-04-5) → (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one (90211-50-0)

Guidance literature:

With trifluorormethanesulfonic acid; for 1.5h; Ambient temperature;

DOI:10.3987/COM-90-5344

Reference yield:

ethyl acetate benzene + (1R,5S)-3-phenyl-6-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene (68057-04-5) + sodium hydrogencarbonate (144-55-8) → (3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one (90211-50-0)

Guidance literature:

With trifluorormethanesulfonic acid; In DL-α-lactic acid ethyl ester; ethyl acetate;

Reference yield: 100.0%

(3R,4R)-4-{(1S)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-azetidin-2-one (90211-50-0) → Sodium; (S)-2-[(2R,3R)-1-(1-benzhydryloxycarbonyl-2-methyl-propenyl)-3-benzoylamino-4-oxo-azetidin-2-yloxy]-propionate (130793-09-8)

Guidance literature:

With sodium hydroxide; water; In acetone; for 1.5h;

DOI:10.3987/COM-90-5344

upstream raw materials:

(S)-Ethyl lactate

(1R,5S)-3-phenyl-6-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene

sodium hydrogencarbonate

Downstream raw materials:

Sodium; (S)-2-[(2R,3R)-1-(1-benzhydryloxycarbonyl-2-methyl-propenyl)-3-benzoylamino-4-oxo-azetidin-2-yloxy]-propionate

(S)-2-((2R,3R)-1-Benzhydryloxyoxalyl-3-benzoylamino-4-oxo-azetidin-2-yloxy)-propionic acid ethyl ester

(5S,7R,8R)-8-Benzoylamino-5-methyl-4,9-dioxo-6-oxa-1-aza-bicyclo[5.2.0]non-2-ene-2-carboxylic acid benzhydryl ester

(3R,4R)-4-{(1R)-1-carboxyethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one

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