N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

Base Information

Chemical Name:N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide
CAS No.:452081-48-0
Molecular Formula:C₄₅H₅₃NO₅Si
Molecular Weight:716.005
Hs Code.:

Synonyms:N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

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Chemical Property of N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

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Technology Process of N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

There total 4 articles about N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide 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: 83.0%

: 452081-47-9
1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}-2-(dimethylamino)cyclopentane-3,4,5-triol

: 452081-48-0
N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 0.25h;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S

Reference yield:

: 73111-18-9
(3aR)-4c,5t,6c-tris-benzyloxy-1-methyl-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazole

: 452081-48-0
N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9.47 g / NaBH₄; NiCl₂ / methanol / 5 h / 20 °C

2.1: AcOH / CH₂Cl₂

2.2: 10.07 g / NaBH₃CN / CH₂Cl₂ / 4 h / 0 - 20 °C

3.1: 11.48 g / imidazole / dimethylformamide / 3 h / 20 °C

4.1: 83 percent / MCPBA / CH₂Cl₂ / 0.25 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; acetic acid; 3-chloro-benzenecarboperoxoic acid; nickel dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S

Reference yield:

: 73111-43-0
1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-2-(dimethylamino)-1-(hydroxymethyl)cyclopentane-3,4,5-triol

: 452081-48-0
N,N-dimethyl-N-{1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}cyclopentane-3,4,5-triol-2-yl}amine oxide

Guidance literature:: Multi-step reaction with 2 steps

1: 11.48 g / imidazole / dimethylformamide / 3 h / 20 °C

2: 83 percent / MCPBA / CH₂Cl₂ / 0.25 h / 0 - 20 °C

With 1H-imidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S