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((1R,3S)-3-((tert-butoxycarbonyl)amino)cyclopentyl)methyl methanesulfonate synthesis

1synthesis methods
664341-72-4 Synthesis
Carbamic acid, [(1S,3R)-3-(hydroxymethyl)cyclopentyl]-, 1,1-dimethylethyl

664341-72-4
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((1R,3S)-3-((tert-butoxycarbonyl)amino)cyclopentyl)methyl methanesulfonate

862700-30-9
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Yield:862700-30-9 96.5%

Reaction Conditions:

with triethylamine in dichloromethane;

Steps:

12

Intermediate 12; (3S, lR)- (-)-3-N-BOC-Aminocyclopentylmethyl methanesulfonate; Reaction of Intermediate 11 (6.5 g, 30.2 mmol) with methanesulfonyl chloride (3.8 g, 33. 18 mmol) in the presence of triethylamine (3.97 g, 39.2 mmol) in dry dichloromethane (100 ml) under nitrogen atmosphere as described in Intermediate 4 gave 8.5 g (96.5 %) of the product as a white solid. [UID-15. 5' (c = 1.0, MeOH).

References:

WO2005/75426,2005,A1 Location in patent:Page/Page column 31