O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

Base Information

Chemical Name:O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine
CAS No.:138946-56-2
Molecular Formula:C₂₁H₃₅NO₄Si
Molecular Weight:393.599
Hs Code.:

Synonyms:O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

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Chemical Property of O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

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Technology Process of O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

There total 4 articles about O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine 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: 53.0%

: 138946-47-1,138946-48-2
(4S,5S)-5-[(S)-2-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

: 138946-56-2
O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1016/S0957-4166(00)86136-4

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 138946-56-2
O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / Heating

2: imidazole / dimethylformamide / Ambient temperature

3: 53 percent / tributyltin hydride, AIBN / benzene / 1) 6 h; 2) reflux, 23 h

With pyridine; 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970987w

Reference yield:

: 138946-44-8
(3R,4S,5S)-5-(bromomethyl)-3,4-O-isopropylidenetetrahydrofuran-2,3,4-triol

: 138946-56-2
O-Benzyl-N-[(3aS,4R,6R,6aS)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-hydroxylamine

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / Heating

2: imidazole / dimethylformamide / Ambient temperature

3: 53 percent / tributyltin hydride, AIBN / benzene / 1) 6 h; 2) reflux, 23 h

With pyridine; 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970987w