tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate
CAS No.:305838-49-7
Molecular Formula:C₂₉H₄₃NO₅Si
Molecular Weight:513.75
Hs Code.:

Synonyms:tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

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Chemical Property of tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

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Technology Process of tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

There total 13 articles about tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-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: 89.0%

: 107-30-2
chloromethyl methyl ether

: 150779-88-7
(2S,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

: 305838-49-7
tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; Heating;
DOI:10.1016/S0040-4039(00)01207-7

Reference yield: 85.0%

: 1339950-32-1
tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

: 305838-49-7
tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 12h;
DOI:10.1055/s-0030-1260120

Reference yield:

: 305838-42-0
(2S,3R)-1-(tert-butyldimethylsilanyloxy)-2-dibenzylamino-5-[1,3]dioxolan-2-yl-pentan-3-ol

: 305838-49-7
tert-butyl (2S,3S)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-(methoxymethoxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen; HCl (3N) / Pd/C (10 percent) / tetrahydrofuran; 2-methyl-propan-2-ol

2: NaOH (1N) / H₂O; dioxane

3: imidazole / dimethylformamide

4: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 88 percent / NaBH₄ / methanol / 0 °C

6: 89 percent / (iPr)2EtN / CH₂Cl₂ / Heating

With 1H-imidazole; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Hydrogenolysis / 2: Acylation / 3: Substitution / 4: Oxidation / 5: Reduction / 6: Etherification;
DOI:10.1016/S0040-4039(00)01207-7