(3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C

Base Information

• Chemical Name: (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C
• CAS No.: 161518-61-2
• Molecular Formula: C₂₂H₂₇NO₃Si
• Molecular Weight: 383.536

Synonyms:(3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C

Chemical Property of (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C

Chemical Property:

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Technology Process of (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C

There total 1 articles about (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N₁-¹⁴C 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: 84.8%

<7-(14)C>-benzoyl chloride (10425-64-6) + (3R,4S)-3-triethylsilyloxy-4-phenylazetidin-2-one (149140-54-5) → (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N1-14C (161518-61-2)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 2.3h;

DOI:10.1002/jlcr.2580341010

Reference yield:

(3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N1-14C (161518-61-2) + 7-triethylsilylbaccatin III → 2',7-bis(triethylsilyl)taxol-N3'-14C

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, -40 to -45 deg C, 30 min, 2.) THF, 0 deg C, 75 min;

DOI:10.1002/jlcr.2580341010

Reference yield:

(3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-N1-14C (161518-61-2) → C15(14)CH11NO2

Guidance literature:

Ambient temperature;

DOI:10.1002/jlcr.2580341010

upstream raw materials:

<7-(14)C>-benzoyl chloride

(3R,4S)-3-triethylsilyloxy-4-phenylazetidin-2-one

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