(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

Base Information

Chemical Name:(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine
CAS No.:910106-40-0
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

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Chemical Property of (2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

Chemical Property:

Purity/Quality:

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Technology Process of (2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

There total 17 articles about (2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine 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:

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

: 910106-40-0
(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

Guidance literature:: Multi-step reaction with 7 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

4: 82 percent / NaBH₄ / dimethylsulfoxide / 1 h / 85 °C

5: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

6: Jones reagent / acetone / 2 h / 20 °C

7: 32 mg / ethyl acetate; diethyl ether / 0.5 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; jones reagent; carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; 6: Jones oxidation;
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

: 910106-40-0
(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

Guidance literature:: Multi-step reaction with 8 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

5: 82 percent / NaBH₄ / dimethylsulfoxide / 1 h / 85 °C

6: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

7: Jones reagent / acetone / 2 h / 20 °C

8: 32 mg / ethyl acetate; diethyl ether / 0.5 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; copper(l) iodide; jones reagent; carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; 7: Jones oxidation;
DOI:10.1021/ol0614065

Reference yield:

: 461641-14-5
4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

: 910106-40-0
(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine

Guidance literature:: Multi-step reaction with 11 steps

1: 58 percent / Mg; MeOH / 3 h / 20 °C

2: 94 percent / Red-Al(R) / toluene / 2 h / 0 °C

3: 92 percent / H₂ / PtO₂ / tetrahydrofuran / 3 h / 20 °C

4: 60 percent / CuI / diethyl ether / 2.17 h / 0 - 20 °C

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

6: 346 mg / K₂CO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

7: 88 percent / CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 2 h / 20 °C

8: 82 percent / NaBH₄ / dimethylsulfoxide / 1 h / 85 °C

9: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

10: Jones reagent / acetone / 2 h / 20 °C

11: 32 mg / ethyl acetate; diethyl ether / 0.5 h / 0 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; copper(l) iodide; jones reagent; carbon tetrabromide; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene; 10: Jones oxidation;
DOI:10.1021/ol0614065