Benzylamine → (3S,4R)-4-amino-1-methylsulfonylpiperidin-3-ol

HRID 2029105Notes

Reaction equation

HRID 2029105 reaction equation

[CH3:1][S:2]([N:5]1[CH2:11][C@H:9]([OH:10])[C:8](=O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].[NH2:12]Cc1ccccc1.CB1N([C@@H]2C(c3ccccc3)(c4ccccc4)O1)CCC2>>[CH3:1][S:2]([N:5]1[CH2:11][C@H:9]([OH:10])[C@H:8]([NH2:12])[CH2:7][CH2:6]1)(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 7504Benzylamine

HCID 2734713(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole

HCID 178504951HCID 178504951, compound

Product 1

HCID 178017013(3S,4R)-4-amino-1-methylsulfonylpiperidin-3-ol

Reagents, catalysts & solvents 2

HCID 11026Titanium isopropoxideReagent

HCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature: 25 °C

Sources & evidence

ORD record: ord-416b03c07fe64f20a63faab66c0427af
Source dataset: 39k HTE dataset from Pfizer
DOI: 10.1038/s41557
Original link: View source

Reaction notes

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