(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Base Information

Chemical Name:(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine
CAS No.:600143-40-6
Molecular Formula:C₂₇H₃₈N₂O₂Si
Molecular Weight:450.696
Hs Code.:

Synonyms:(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Suppliers and Price of (2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Chemical Property:

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Technology Process of (2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

There total 4 articles about (2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine 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: 93.0%

: 600143-39-3
(2S,3R,6R)-3-tert-butyldimethylsilyloxy-6-(3-hydroxypropyl)-2-methylpiperidine

: 590-17-0
cyanomethyl bromide

: 600143-40-6
(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Guidance literature:: With potassium carbonate; In acetonitrile; for 12h; Heating;
DOI:10.1002/ejoc.200300057

Reference yield:

: 600143-37-1
(3R,5R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine

: 600143-40-6
(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / diethyl ether; tetrahydrofuran / 48 h / 20 °C

2: 100 percent / H₂ / Pd(OH)2/C / ethanol / 96 h

3: 93 percent / potassium carbonate / acetonitrile / 12 h / Heating

With hydrogen; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; acetonitrile;
DOI:10.1002/ejoc.200300057

Reference yield:

: 600143-36-0
(3R,8R,9RS)-5-(benzyloxypropyl)-8-tert-butyldimethylsilyloxy-3-phenyloxazolo[3,2-a]piperidine-5-carbonitrile

: 600143-40-6
(2S,3R,6R)-3-tert-butyldimethylsilyloxy-1-cyanomethyl-6-(3-hydroxypropyl)-2-methylpiperidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver tetrafluoroborate / tetrahydrofuran / 0.25 h / 20 °C

1.2: 85 percent / zinc borohydride / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

2.1: 89 percent / diethyl ether; tetrahydrofuran / 48 h / 20 °C

3.1: 100 percent / H₂ / Pd(OH)2/C / ethanol / 96 h

4.1: 93 percent / potassium carbonate / acetonitrile / 12 h / Heating

With silver tetrafluoroborate; hydrogen; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; acetonitrile;
DOI:10.1002/ejoc.200300057