(3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid

Base Information

• Chemical Name: (3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid
• CAS No.: 115936-64-6
• Molecular Formula: C₁₂H₂₃NO₄Si
• Molecular Weight: 273.404

Synonyms:(3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid

Chemical Property of (3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid

Chemical Property:

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Technology Process of (3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid

There total 1 articles about (3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid 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: 43.0%

(3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-(-)-menthyloxycarbonyl-1-dimethyl-t-butylsilylazetidin-2-one (111969-67-6,115936-63-5) → (2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester + (3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-oxoazetidin-2-carboxylic acid (115936-64-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; for 8h; Ambient temperature;

Reference yield: 85.0%

sodium acetate (127-09-3) + (2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid (85253-97-0,109361-77-5,115936-64-6) → 4-Acetoxy-3-<1-(t-butyldimethylsiloxy)ethyl>-2-azetidinone (76855-69-1,76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9)

Guidance literature:

In acetic acid; acetonitrile; Kolbe-type electrolysis, Pt electrodes, undivided cell;

DOI:10.1016/S0040-4020(01)87042-3

Reference yield: 85.0%

(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid (85253-97-0,109361-77-5,115936-64-6) + acetic acid (64-19-7,77671-22-8) → 4-Acetoxy-3-<1-(t-butyldimethylsiloxy)ethyl>-2-azetidinone (76855-69-1,76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9)

Guidance literature:

In acetonitrile; electrolysis: Pt electrode, undivided cell, NaOAc electrolyte;

DOI:10.1016/S0040-4039(00)80310-X

upstream raw materials:

(3S,4R)-3-<(R)-1'-(dimethyl-t-butylsilyloxy)ethyl>-4-(-)-menthyloxycarbonyl-1-dimethyl-t-butylsilylazetidin-2-one

Downstream raw materials:

4-Acetoxy-3-<1-(t-butyldimethylsiloxy)ethyl>-2-azetidinone

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

(3S,4R)-3-[(R)-1-hydroxyethyl)-4-[3-(4-nitrobenzyl)oxycarbonyl-2-oxo-3-diazopropyl]azetidin-2-one

p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-hydroxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

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