(2R)-1-aminopropan-2-ol → HCID 10375860, compound

HRID 2079485Notes

Reaction equation

HRID 2079485 reaction equation
[C@H:1]1([C:9]([OH:11])=O)[C:3]2([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2)[CH2:2]1.C1(C(O)=O)C2(CCCCC2)C1.[NH2:23][CH2:24][C@H:25]([OH:27])[CH3:26].Cl.NCC(N)=O>>[OH:27][C@H:25]([CH3:26])[CH2:24][NH:23][C:9]([C@H:1]1[C:3]2([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]2)[CH2:2]1)=[O:11]

Participants

5

Reactant 4

HCID 439938(2R)-1-aminopropan-2-olHCID 2723639Glycinamide hydrochlorideHCID 10419388HCID 10419388, compoundHCID 10441897Spiro(2.5)octane-1-carboxylic Acid

Product 1

HCID 10375860HCID 10375860, compound

Procedure

The title compound was prepared as described in Example 3 substituting the product from Example 9 for the product from Example 1B and substituting (R)-1-amino-2-propanol, purchased from Aldrich, for 2-aminoacetamide hydrochloride. 1H NMR (400 MHz, CD3OD) δ 3.80 (m, 1H), 3.16 (m, 2H), 1.20-1.70 (m, 11H), 1.13 (d, 3H), 1.02 (dd, 1H), 0.69 (dd, 1H); 13C NMR (DMSO-d6, 100 MHz) δ 173.9, 67.5, 48.0, 38.7, 30.2, 30.0, 28.9, 27.5, 26.9, 26.8, 21.1, 19.4; MS (CI) m/z 212 (M+H)+.

Sources & evidence

ORD record
ord-518dcb1bfbc44182be4d9a4a5aa905d6
Source dataset
uspto-grants-2011_04
Patent number
US07932245B2

Reaction notes

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