(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

Base Information

Chemical Name:(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine
CAS No.:910106-42-2
Molecular Formula:C₂₄H₄₀BrNO₃Si
Molecular Weight:498.576
Hs Code.:

Synonyms:(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

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Chemical Property of (2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

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Technology Process of (2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

There total 13 articles about (2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-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: 88.0%

: 910106-38-6
(2R,4S,6R)-(-)-N-benzyzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-hydroxymethyl-6-methylpiperidine

: 910106-42-2
(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol0614065

Reference yield:

: 910106-37-5
(1S,2R)-(-)-cis-1-[(2R,4S,6R)-2-(3-tert-butyldimethylsiloxypropyl)-4-hydroxymethyl-6-methylpiperidin-1-yl]-7-isopropylindan-2-ol

: 910106-42-2
(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 7600 Torr

2: 346 mg / K₂CO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

3: 88 percent / CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol0614065

Reference yield:

: 910106-36-4
{4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-isopropyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl}-methanol

: 910106-42-2
(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / CuI / diethyl ether / 2.17 h / 0 - 20 °C

2: H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 7600 Torr

3: 346 mg / K₂CO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

4: 88 percent / CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With copper(l) iodide; carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/ol0614065