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

Base Information

Chemical Name:(2R,4S,6S)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine
CAS No.:1358526-44-9
Molecular Formula:C₂₄H₄₁NO₃Si
Molecular Weight:419.68
Hs Code.:

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

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

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

There total 8 articles about (2R,4S,6S)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine 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: 73.0%

: 1358526-90-5
C₂₄H₄₀BrNO₃Si

: 1358526-44-9
(2R,4S,6S)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine

Guidance literature:: With sodium tetrahydroborate; In dimethyl sulfoxide; at 90 ℃; for 1h;
DOI:10.1021/jo202350z

Reference yield:

: C₂₉H₄₃NO₄Si

: 1358526-44-9
(2R,4S,6S)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine

Guidance literature:: Multi-step reaction with 8 steps

1: magnesium / methanol / 2 h / 20 °C

2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C

3: platinum(IV) oxide; hydrogen / tetrahydrofuran / 3 h / 20 °C

4: diethyl ether / 0 °C

5: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave

6: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C

7: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C

8: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C

With platinum(IV) oxide; sodium tetrahydroborate; carbon tetrabromide; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene;
DOI:10.1021/jo202350z

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

: 1358526-44-9
(2R,4S,6S)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether / 0 °C

2: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave

3: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C

4: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C

5: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C

With sodium tetrahydroborate; carbon tetrabromide; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; In TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jo202350z