4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:195877-57-7
Molecular Formula:C₂₃H₃₄N₂O₇
Molecular Weight:450.532
Hs Code.:

4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

There total 10 articles about 4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester 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:

: 1822-32-8
3-(4-piperidyl)propionic acid

: 195877-57-7
4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 90 percent / Et₃N / dimethylformamide

2: 1.) pivaloyl chloride, 2.) BuLi / 1.) -70 deg C, 2.) THF

3: 69 percent / KHMDS, trisylazide / tetrahydrofuran

4: 96 percent / aq. LiOH, aq. H₂O₂ / tetrahydrofuran

5: 100 percent / TBTU, Et₃N / CH₂Cl₂

6: 89 percent / H₂ / 10 percent Pd/C / dimethylformamide

7: 90 percent / Et₃N / dimethylformamide

8: DIBAL-H / CH₂Cl₂

9: 64 percent / TEBAC / CH₂Cl₂; H₂O

10: 26 percent / HCl (gas), Boc₂O

With hydrogenchloride; lithium hydroxide; n-butyllithium; di-tert-butyl dicarbonate; 2,4,6-Triisopropylbenzenesulfonyl azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1

Reference yield:

: 84228-93-3
3-(pyridin-4-yl)acrylic acid

: 195877-57-7
4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 97 percent / H₂ / 10 percent Pd/C / ethanol

2: 90 percent / Et₃N / dimethylformamide

3: 1.) pivaloyl chloride, 2.) BuLi / 1.) -70 deg C, 2.) THF

4: 69 percent / KHMDS, trisylazide / tetrahydrofuran

5: 96 percent / aq. LiOH, aq. H₂O₂ / tetrahydrofuran

6: 100 percent / TBTU, Et₃N / CH₂Cl₂

7: 89 percent / H₂ / 10 percent Pd/C / dimethylformamide

8: 90 percent / Et₃N / dimethylformamide

9: DIBAL-H / CH₂Cl₂

10: 64 percent / TEBAC / CH₂Cl₂; H₂O

11: 26 percent / HCl (gas), Boc₂O

With hydrogenchloride; lithium hydroxide; n-butyllithium; di-tert-butyl dicarbonate; 2,4,6-Triisopropylbenzenesulfonyl azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1

Reference yield:

: 154775-43-6
3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propanoic acid

: 195877-57-7
4-(2-benzyloxycarbonylamino-3-hydroxy-3-methoxycarbonyl-propyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) pivaloyl chloride, 2.) BuLi / 1.) -70 deg C, 2.) THF

2: 69 percent / KHMDS, trisylazide / tetrahydrofuran

3: 96 percent / aq. LiOH, aq. H₂O₂ / tetrahydrofuran

4: 100 percent / TBTU, Et₃N / CH₂Cl₂

5: 89 percent / H₂ / 10 percent Pd/C / dimethylformamide

6: 90 percent / Et₃N / dimethylformamide

7: DIBAL-H / CH₂Cl₂

8: 64 percent / TEBAC / CH₂Cl₂; H₂O

9: 26 percent / HCl (gas), Boc₂O

With hydrogenchloride; lithium hydroxide; n-butyllithium; di-tert-butyl dicarbonate; 2,4,6-Triisopropylbenzenesulfonyl azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1