(R)-N-Boc-2-hydroxymethylmorpholine → (R)-4-Methyl-2-(hydroxymethyl)morpholine

HRID 2262475Notes

Reaction equation

HRID 2262475 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][O:11][C@@H:10]([CH2:14][OH:15])[CH2:9]1)=O)(C)(C)C.C(OC(N1CCO[C@H](CO)C1)=O)(C)(C)C>>[CH3:6][N:8]1[CH2:13][CH2:12][O:11][C@@H:10]([CH2:14][OH:15])[CH2:9]1

Participants

3

Reactant 2

HCID 1512576(R)-N-Boc-2-hydroxymethylmorpholine2×HCID 1512577tert-Butyl (2S)-2-(hydroxymethyl)morpholine-4-carboxylate

Product 1

HCID 40152301(R)-4-Methyl-2-(hydroxymethyl)morpholine

Procedure

(R)-(4-Methylmorpholin-2-yl)-methanol was prepared similar to the procedure described for Intermediate 10, but using (R)-2-hydroxymethyl-morpholine-4-carboxylic acid tert-butyl ester (Intermediate 9) instead of (S)-2-hydroxymethyl-morpholine-4-carboxylic acid tert-butyl ester (Intermediate 8). The title compound was obtained as a colourless oil (560 mg, 77%).

Workup

  1. custom(R)-(4-Methylmorpholin-2-yl)-methanol was prepared similar to the procedure

Sources & evidence

ORD record
ord-9559d207592e41a0be638dc1a9a5e56d
Source dataset
uspto-grants-2010_12
Patent number
US07851471B2

Reaction notes

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