(3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone

Base Information

• Chemical Name: (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone
• CAS No.: 121651-95-4
• Molecular Formula: C₁₈H₂₅NOSi
• Molecular Weight: 299.488

Synonyms:(3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone

Chemical Property of (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

SDS file from LookChem

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Technology Process of (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone

There total 6 articles about (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone 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: 63.0%

(2R,3S)-3-[(9-Bora-bicyclo[3.3.1]non-3-yl)-((R)-1-phenyl-ethyl)-amino]-2-ethyl-5-trimethylsilanyl-pent-4-ynethioic acid S-phenyl ester → (3R,4S)-3-Ethyl-4-ethynyl-N-(R)-α-methylbenzylamino-2-azetidinone (121651-91-0) + (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone (121651-95-4)

Guidance literature:

With copper(I) triflate; In toluene; for 0.33h;

DOI:10.1021/jo00276a001

Reference yield: 62.0%

S-Phenyl (2R,3S)-2-ethyl-3-N-(R)-α-methylbenzylamino-5-trimethylsilyl-4-pentynethioate (121651-90-9) → (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone (121651-95-4)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 3h;

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

Reference yield:

S-Phenyl (2R,3S)-2-ethyl-3-N-(R)-α-methylbenzylamino-5-trimethylsilyl-4-pentynethioate (121651-90-9) → (3R,4S)-3-Ethyl-4-ethynyl-N-(R)-α-methylbenzylamino-2-azetidinone (121651-91-0) + (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone (121651-95-4) + (3R,4S)-3-Ethyl-1-((R)-1-phenyl-ethyl)-4-phenylsulfanylethynyl-azetidin-2-one (121572-28-9)

Guidance literature:

With copper(I) triflate; calcium carbonate; In 1,4-dioxane; for 0.2h; Heating;

DOI:10.1021/jo00276a001

upstream raw materials:

S-Phenyl (2R,3S)-2-ethyl-3-N-(R)-α-methylbenzylamino-5-trimethylsilyl-4-pentynethioate

3-(trimethylsilyl)prop-2-yn-1-al

(R)-1-phenyl-ethyl-amine

(R)-<1-(N-<3-(Trimethylsilyl)-2-propynylidene>amino)ethyl>benzene

Downstream raw materials:

(3R,4S)-3-Ethyl-4-ethynyl-1-((R)-1-phenyl-ethyl)-azetidin-2-one

(3R,4S)-3-Ethyl-1-((R)-1-phenyl-ethyl)-4-phenylsulfanylethynyl-azetidin-2-one

(3R,4R)-3-ethyl-4-<3-diazo-2-oxo-3-<<(p-nitrobenzyl)oxy>carbonyl>propyl>-2-azetidinone

(3R)-4-Acetoxy-3-ethyl-2-azetidinone

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