(2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine

Base Information

• Chemical Name: (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine
• CAS No.: 253676-34-5
• Molecular Formula: C₂₀H₃₁NO₃SSi
• Molecular Weight: 393.623

Synonyms:(2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine

Chemical Property of (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine

Chemical Property:

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Technology Process of (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine

There total 10 articles about (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine 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: 96.0%

(3S,4S)-5-(tert-Butyldimethylsiloxy)-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-1-yn-3-ol (253676-19-6) → (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine (253676-34-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h;

DOI:10.1039/a905027b

Reference yield: 48.0%

(4R,aS)-1-bromo-5-(tert-butyldimethylsiloxy)-4-[N-(2,4,6-trimethyl-phenylsulfonyl)amino]-penta-1,2-diene → N-((R)-4-Bromo-1-hydroxymethyl-buta-2,3-dienyl)-2,4,6-trimethyl-benzenesulfonamide + (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine (253676-34-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 50 ℃; for 5h;

DOI:10.1021/ja0262277

Reference yield:

(4R,aR)-1-bromo-5-(tert-butyldimethylsiloxy)-4-[N-(2,4,6-trimethyl-phenylsulfonyl)amino]-penta-1,2-diene → (2R,3R)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine (253676-34-5) + (2R,3S)-3-[(tert-Butyldimethylsiloxy)methyl]-2-ethynyl-N-(2,4,6-trimethylphenylsulfonyl)aziridine (253676-36-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h;

DOI:10.1021/ja0262277

upstream raw materials:

(3S,4S)-5-(tert-Butyldimethylsiloxy)-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-1-yn-3-ol

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate

tert-butyldimethylsilyl chloride

tert-butyl (S)-1-(tert-butyldimethylsilyloxy)-3-oxopropan-2-yl carbamate

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