7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

Base Information

Chemical Name:7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine
CAS No.:139976-62-8
Molecular Formula:C₂₆H₄₀N₂O₅Si
Molecular Weight:488.7
Hs Code.:

Synonyms:7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

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Chemical Property of 7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

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Technology Process of 7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

There total 3 articles about 7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine 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: 93.0%

: 139976-61-7
7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-6-methyl-9a-carbobenzoxy-1,8-dioxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

: 139976-62-8
7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 0.166667h;
DOI:10.1021/jo00035a019

Reference yield:

: 109715-77-7
(3S,4R)-3-<(R)-1-(t-Butyldimethylsilyloxy)ethyl>-4-<(R)-1-((S)-4-benzyl-2-oxazolidone-3-carbonyl)ethyl>-2-azetidinone

: 139976-62-8
7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / LiBH₄ / tetrahydrofuran / 5 h / a) -10 deg C - 0 deg C, b) -25 deg C, overnight

2: 95 percent / triphenylphosphine, diisopropylazodicarboxylate (DIAD), diphenylphosphoryl azide / tetrahydrofuran / 0.17 h / 0 deg C to room temperature

3: 2) pyridinium p-toluene sulfonate (PPTS) / 1) CH₂Cl₂, a) 15 min, 0 deg C, b) -25 deg C, overnight, 2) CH₂Cl₂, 15 min, reflux

4: 93 percent / L-selectride / tetrahydrofuran / 0.17 h / -78 °C

With lithium borohydride; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; pyridinium p-toluenesulfonate; L-Selectride; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo00035a019

Reference yield:

: 139976-60-6
3-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-4-<2-(1-azido-2-methylethyl)>azetidin-2-one

: 139976-62-8
7-<1-<1-<(tert-butyldimethylsilyl)oxy>ethyl>>-1-hydroxy-6-methyl-9a-carbobenzoxy-8-oxoazetidino<1,2-c>perhydropyrrolo<1,2-a>pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1: 2) pyridinium p-toluene sulfonate (PPTS) / 1) CH₂Cl₂, a) 15 min, 0 deg C, b) -25 deg C, overnight, 2) CH₂Cl₂, 15 min, reflux

2: 93 percent / L-selectride / tetrahydrofuran / 0.17 h / -78 °C

With pyridinium p-toluenesulfonate; L-Selectride; In tetrahydrofuran;
DOI:10.1021/jo00035a019