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

Base Information

Chemical Name:1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}-2-(dimethylamino)cyclopentane-3,4,5-triol
CAS No.:452081-47-9
Molecular Formula:C₄₅H₅₃NO₄Si
Molecular Weight:700.006
Hs Code.:

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

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

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

There total 4 articles about 1L-(1,2,4/3,5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}-2-(dimethylamino)cyclopentane-3,4,5-triol 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%

: 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

: 452081-49-1
1L-(1,4/5)-3,4,5-tri-O-benzyl-1-{[(tert-butyl)diphenylsilyloxy]methyl}-cyclopent-2-ene-3,4,5-triol

: 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

Guidance literature:: at 145 ℃; for 0.25h;
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

: 58479-61-1
tert-butylchlorodiphenylsilane

: 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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
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

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

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; sodium tetrahydroborate; acetic 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