2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

Base Information

Chemical Name:2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine
CAS No.:330797-96-1
Molecular Formula:C₂₂H₂₅NO₅
Molecular Weight:383.444
Hs Code.:

Synonyms:2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

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Chemical Property of 2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

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Technology Process of 2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

There total 7 articles about 2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine 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: 83.0%

: 108-24-7
acetic anhydride

: 330797-95-0
3-benzyloxy-N-benzyloxycarbonyl-2-hydroxypiperidine

: 330797-96-1
2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

Guidance literature:: With triethylamine; dmap; at 20 ℃; for 3h;
DOI:10.1021/jo001297m

Reference yield:

: 87905-98-4
5-<(benzyloxycarbonyl)amino>pentanol

: 330797-96-1
2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -78 - 0 °C

1.2: 94 percent / aq. HCl / CH₂Cl₂ / 15 h / 20 °C

2.1: 72 percent / m-chloroperbenzoic acid / 1 h / 0 °C

3.1: NaH; 18-crown-6 / tetrahydrofuran; various solvent(s) / 0.5 h / 20 °C

3.2: 87 percent / tetrahydrofuran; various solvent(s) / 10 h / 20 °C

4.1: 72 percent / Sc(OTf)3 / acetonitrile; H₂O / 24 h / 20 °C

5.1: 83 percent / triethylamine / 4-N,N-dimethylaminopyridine / 3 h / 20 °C

With oxalyl dichloride; 18-crown-6 ether; sodium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; water; acetonitrile; 1.1: Swern oxidation;
DOI:10.1021/jo001297m

Reference yield:

: 2508-29-4
5-hydroxypentylamine

: 330797-96-1
2-acetoxy-3-benzyloxy-N-benzyloxycarbonylpiperidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaHCO₃ / H₂O; tetrahydrofuran / 12 h / 20 °C

2.1: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -78 - 0 °C

2.2: 94 percent / aq. HCl / CH₂Cl₂ / 15 h / 20 °C

3.1: 72 percent / m-chloroperbenzoic acid / 1 h / 0 °C

4.1: NaH; 18-crown-6 / tetrahydrofuran; various solvent(s) / 0.5 h / 20 °C

4.2: 87 percent / tetrahydrofuran; various solvent(s) / 10 h / 20 °C

5.1: 72 percent / Sc(OTf)3 / acetonitrile; H₂O / 24 h / 20 °C

6.1: 83 percent / triethylamine / 4-N,N-dimethylaminopyridine / 3 h / 20 °C

With oxalyl dichloride; 18-crown-6 ether; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; dmap; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; water; acetonitrile; 2.1: Swern oxidation;
DOI:10.1021/jo001297m