(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

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Chemical Name:(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine
CAS No.:524958-56-3
Molecular Formula:C₃₂H₄₃NO₂Si
Molecular Weight:501.784
Hs Code.:

Synonyms:(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

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Chemical Property of (2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

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Technology Process of (2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

There total 9 articles about (2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine 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: 81.0%

: 524958-54-1
(2S,6S)-N-benzyl-6-allyl-2-[(tert-butyldiphenylsilyloxy)methyl]piperidine

: 524958-56-3
(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

Guidance literature:: (2S,6S)-N-benzyl-6-allyl-2-[(tert-butyldiphenylsilyloxy)methyl]piperidine; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 20 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; at 20 ℃; for 1h;

Reference yield:

: 204120-73-0
(R)-5-heptene-1,2-diol

: 524958-56-3
(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridinium p-toluenesulfonate; trimethyl orthoacetate / CH₂Cl₂ / 1 h / 20 °C

1.2: triethylamine; acetyl bromide / CH₂Cl₂ / 0.75 h

1.3: NaOH / diethyl ether; methanol / 2.5 h

2.1: (DHQD)2*PYR; K₃Fe(CN)6; aq. K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 14 h / 20 °C

3.1: molecular sieves 5 Angstroem; PPTS / CH₂Cl₂ / 20 h / 20 °C

4.1: coprous bromide; dimethyl sulfide / tetrahydrofuran / 1.5 h / -78 - 30 °C

5.1: aq. HCl / tetrahydrofuran / 2 h / 20 °C

6.1: imidazole / dimethylformamide / 5 h / 20 °C

7.1: triethylamine; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 48 h / 20 °C

8.1: 48 h / 70 °C

9.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 20 °C

9.2: 81 percent / aq. NaOH; H₂O₂ / 1 h / 20 °C

With 1H-imidazole; hydrogenchloride; Trimethyl orthoacetate; dmap; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; dimethylsulfide; 5A molecular sieve; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; copper(I) bromide; potassium hexacyanoferrate(III); potassium osmate(VI); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Sharpless oxidation;

Reference yield:

: 180037-71-2
(R)-2-Pent-4-enyl-oxirane

: 524958-56-3
(2S,6S)-N-benzyl-2-[(tert-butyldiphenylsilyloxy)methyl]-6-(3-hydroxypropyl)piperidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: (DHQD)2*PYR; K₃Fe(CN)6; aq. K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 14 h / 20 °C

2.1: molecular sieves 5 Angstroem; PPTS / CH₂Cl₂ / 20 h / 20 °C

3.1: coprous bromide; dimethyl sulfide / tetrahydrofuran / 1.5 h / -78 - 30 °C

4.1: aq. HCl / tetrahydrofuran / 2 h / 20 °C

5.1: imidazole / dimethylformamide / 5 h / 20 °C

6.1: triethylamine; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 48 h / 20 °C

7.1: 48 h / 70 °C

8.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 20 °C

8.2: 81 percent / aq. NaOH; H₂O₂ / 1 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; dimethylsulfide; 5A molecular sieve; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; copper(I) bromide; potassium hexacyanoferrate(III); potassium osmate(VI); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;