(R)-2-Methyl-CBS-oxazaborolidine → HCID 44553141, compound

HRID 1037667Notes

Reaction equation

HRID 1037667 reaction equation
CO[N:3](C)[C:4]([C@H:6]1[CH2:11][CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]1)=O.B1(C)O[C:26]([C:34]2[CH:39]=[CH:38]C=CC=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C@@H]2N1CCC2.[NH:41]1[CH:45]=[CH:44][N:43]=N1.N1C=NN=N1>>[CH:26]1[C:28]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:38]=[CH:39][C:34]=1[C@@H:4]([N:3]1[N:43]=[CH:44][CH:45]=[N:41]1)[C@H:6]1[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]1

Participants

5

Reactant 4

HCID 9838490(R)-2-Methyl-CBS-oxazaborolidineHCID 30025967HCID 30025967, compoundHCID 178418441HCID 178418441, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 44553141HCID 44553141, compound

Procedure

The procedure given in Example 1 was followed using tert-butyl(3S)-3-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate was used instead of tert-butyl(3R)-3-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate. As a reducing agent, (R)-2-methyl-CBS-oxazaborolidine was used instead of (S)-2-methyl-CBS-oxazaborolidine. And 1H-[1,2,3]-triazole was used as a reactant, instead of 1H-tetrazole, to give (3S)-3-[(S)-naphthalen-2-yl(2H-1,2,3-triazol-2-yl)methyl]piperidine.

Sources & evidence

ORD record
ord-e634bae868314d90965a425fd67b78ac
Source dataset
uspto-grants-2013_10
Patent number
US08546576B2

Reaction notes

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