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ChemicalBook CAS DataBase List (1R,2S,3R,4R)-2,3-DIHYDROXY-4-(HYDROXYMETHYL)-1-AMINOCYCLOPENTANE HYDROCHLORIDE
79200-57-0

(1R,2S,3R,4R)-2,3-DIHYDROXY-4-(HYDROXYMETHYL)-1-AMINOCYCLOPENTANE HYDROCHLORIDE synthesis

1synthesis methods
79200-54-7 Synthesis
methyl(1S,2R,3S,4R)-4-amino-2,3-dihydroxycyclopentane-1-carboxylatehydrochloride

79200-54-7
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Yield:-

Reaction Conditions:

with lithium borohydride in tetrahydrofuran at 0 - 20;

Steps:

4.C Step C: (1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol hydrochloride (4-4)
To a mixture of 4-3 (2.1 g, 9.9 mmol) in THF (10 [ML)] was added lithium borohydride (0.32 g, 14.6 mmol) under cooling to ice temperature and the reaction mixture was stirred at room temperature overnight, evaporated in vacuo and treated with methanol. The mixture was cooled in an ice-bath and acidified with 0. 1N [HC1.] The solvent was removed in vacuo and triturated with acetone. The residual oil was dried in vacuo and used without further purification as shown in Scheme 6 in the synthesis of 6-6.

References:

Merk & Co., Inc.;ISIS Pharmaceuticals, Inc. WO2003/105770, 2003, A2 Location in patent:Page 46-47

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(1R,2S,3R,4R)-2,3-DIHYDROXY-4-(HYDROXYMETHYL)-1-AMINOCYCLOPENTANE HYDROCHLORIDE Related Search: