(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

Base Information

Chemical Name:(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate
CAS No.:1241959-33-0
Molecular Formula:C₃₄H₄₅NO₆Si
Molecular Weight:591.82
Hs Code.:

Synonyms:(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

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Chemical Property of (2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

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Technology Process of (2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

There total 6 articles about (2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate 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: 45.0%

: 1241959-29-4
tert-butyl (3R,6S)-6-((benzyloxy)methyl)-3-((tert-butyldiphenylsilyl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate

: 1241959-33-0
(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

: 1241959-34-1
(2R,3S,4R,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

Guidance literature:: With potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; at -10 ℃;
DOI:10.1021/ol101556k

Reference yield:

: 1241959-25-0
(R,E)-N-((S)-1-(benzyloxy)but-3-en-2-yl)-2-(tert-butyldiphenylsilyloxy)pent-3-en-1-amine

: 1241959-33-0
(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 20 h / 50 °C / Inert atmosphere

2: Grubbs catalyst first generation / dichloromethane / 48 h / Reflux; Inert atmosphere

3: potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide / tetrahydrofuran / Inert atmosphere

With Grubbs catalyst first generation; potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201200377

Reference yield:

: 1241959-28-3
tert-butyl (S)-1-(benzyloxy)but-3-en-2-yl((R,E)-2-(tert-butyldiphenylsilyloxy)pent-3-enyl)carbamate

: 1241959-33-0
(2R,3R,4S,5S)-tert-butyl 2-((benzyloxy)methyl)-5-(tert-butyldiphenylsilyloxy)-3,4-dihydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Grubbs catalyst first generation / dichloromethane / 48 h / Reflux; Inert atmosphere

2: potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide / tetrahydrofuran / Inert atmosphere

With Grubbs catalyst first generation; potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201200377