(3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one

Base Information

• Chemical Name: (3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one
• CAS No.: 115939-19-0
• Molecular Formula: C₂₀H₂₀N₂O₅
• Molecular Weight: 368.389

Synonyms:(3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one

Chemical Property of (3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one

Chemical Property:

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Technology Process of (3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one

There total 1 articles about (3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-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:

(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone (100009-44-7,106399-91-1,112245-38-2,112245-39-3) → (3S,4R)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one (115939-20-3) + (3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one (115939-19-0)

Guidance literature:

With tetrabutylammonium nitrate; In toluene; for 2h; Yield given. Yields of byproduct given; Heating;

Reference yield: 93.0%

(3S,4S)-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>-4-styrylazetidin-2-one (115939-19-0) → <3S,4S(E)>-3-<1(R)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone (101977-78-0)

Guidance literature:

With zinc; In acetic acid; for 6h; Ambient temperature;

Reference yield:

(S)-1-(4-Methoxy-phenyl)-3-((R)-1-nitrooxy-ethyl)-4-((E)-styryl)-azetidin-2-one (100009-50-5,115939-19-0,115939-20-3) → (3S,4R)-4-formyl-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>azetidinone (115939-21-4) + (3S,4S)-4-formyl-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>azetidinone (115869-77-7)

Guidance literature:

With dimethylsulfide; ozone; Multistep reaction; 1.) methylene dichloride, -78 deg C, 10 min; 2.) 0 deg C, overnight;

upstream raw materials:

(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Downstream raw materials:

(3S,4R)-4-formyl-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>azetidinone

(3S,4S)-4-formyl-1-p-methoxyphenyl-3-<(R)-1-nitroxyethyl>azetidinone

<3S,4S(E)>-3-<1(R)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone

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