[(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester

Base Information

• Chemical Name: [(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester
• CAS No.: 130675-27-3
• Molecular Formula: C₄₉H₄₃N₂O₉P
• Molecular Weight: 834.862

Synonyms:

Chemical Property of [(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester

Chemical Property:

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Safty Information:

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Useful:

Technology Process of [(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester

There total 14 articles about [(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl 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:

(3R,4R)-4-{(1R)-1-carboxyethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one (90211-54-4) + chloroformic acid ethyl ester (541-41-3) → [(2R,3R)-3-Benzoylamino-2-((R)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid benzhydryl ester (130675-27-3)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.3987/COM-90-5345

Reference yield:

(3R,4R)-4-{(1S)-1-carboxyethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one (90244-28-3) + chloroformic acid ethyl ester (541-41-3) → [(2R,3R)-3-Benzoylamino-2-((S)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid benzhydryl ester (130675-27-3)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.3987/COM-90-5345

Reference yield:

(3R,4R)-4-{(1R)-1-ethoxycarbonylethoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one (90211-53-3) → [(2R,3R)-3-Benzoylamino-2-((R)-2-ethoxycarbonyloxy-1-methyl-2-oxo-ethoxy)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid benzhydryl ester (130675-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O, NaOH / acetone / 1.5 h / 5 °C

2: 4-methylmorpholine / CH₂Cl₂ / 0.5 h / -10 °C

With 4-methyl-morpholine; sodium hydroxide; water; In dichloromethane; acetone;

DOI:10.3987/COM-90-5345

upstream raw materials:

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

chloroformic acid ethyl ester

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

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

Downstream raw materials:

[(2R,3R)-2-((R)-3-Acetoxy-1-methyl-2-oxo-propoxy)-3-benzoylamino-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester

(3R,4R)-4-{(1R)-3-(2-methyl-1,3,4-thiadiazole-5-yl)thio-2-oxo-1-methylpropoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one

{(2R,3R)-3-Benzoylamino-2-[(R)-1-methyl-3-(1-methyl-1H-tetrazol-5-ylsulfanyl)-2-oxo-propoxy]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid benzhydryl ester

(4R,6R,7R)-3-Acetoxymethyl-7-benzoylamino-4-methyl-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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