Hydrochloric Acid → (S)-2-Amino-4,4-dimethylpentan-1-ol hydrochloride

HRID 1052136Notes

Reaction equation

HRID 1052136 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:14][OH:15])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])(C)(C)C.[ClH:17]>O1CCOCC1>[ClH:17].[NH2:7][C@@H:8]([CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:14][OH:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58280489((S)-1-hydroxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester

Product 1

HCID 90020033(S)-2-Amino-4,4-dimethylpentan-1-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of ((S)-1-hydroxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester (200 mg, 0.605 mmol) in dioxane (4 mL) was added HCl (4N in dioxane, 6.05 mL, 24.21 mmol). The reaction mixture was stirred at RT overnight and concentrated to give the desired material as a white powder which was used without further purification in the next. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 7.79 (bs, 3H), 5.37 (m, 1H), 3.60 (m, 1H), 3.40 (overlap with water, m, 1H), 3.09 (m, 1H), 1.47 (dd, 1H), 1.33 (dd, 1H), 0.92 (s, 9H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-1b8f75b3ea9843b1b6394e40b5659b2f
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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