ChemicalBook CAS DataBase List MK-677

MK-677 synthesis

12synthesis methods

Product Name:MK-677
CAS Number:159634-47-6
Molecular formula:C27H36N4O5S
Molecular Weight:528.66

1-[(Benzyloxy)carbonyl]piperidine-4-carboxylic acid

10314-98-4
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159634-47-6
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Yield:-

Steps:

Multi-step reaction with 10 steps
1: (COCl)2 / toluene; dimethylformamide / 16 h / 18 °C
2: 94 percent / H₂, DIEA, thioanisole / Pd/C / toluene / 22 h / 20 °C / 2068.6 Torr
3: 99 percent / TFA / CH₂Cl₂ / 17 h / 35 °C
4: NaBH₄ / toluene / 0.5 h / -2 °C
5: DIEA / tetrahydrofuran / 2 h / 5 - 8 °C
6: 93 percent / H₂ / Pd-C / ethanol / 5 h / 65 °C / 2068.6 Torr
7: DCC, HOBt / H₂O; various solvent(s) / 5 h / Ambient temperature
8: MsOH / ethanol / 7.5 h / 35 - 40 °C
9: DCC, HOBt / various solvent(s) / 2 h / Ambient temperature
10: MsOH / ethanol / 35 - 40 °C

References:

Maligres, Peter E.;Houpis, Ioannis;Rossen, Kai;Molina, Audrey;Sager, Jess;Upadhyay, Veena;Wells, Kenneth M.;Reamer, Robert A.;Lynch, Joseph E.;Askin, David;Volante;Reider, Paul J.;Houghton, Peter [Tetrahedron,1997,vol. 53,# 32,p. 10983 - 10992]

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159634-87-4 Synthesis