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ChemicalBook CAS DataBase List (S)-7-(BOC-AMINO)-3-(Z-AMINO)HEPTANOIC ACID

(S)-7-(BOC-AMINO)-3-(Z-AMINO)HEPTANOIC ACID synthesis

2synthesis methods
Heptanoic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (3S)-

191401-90-8
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(S)-7-(BOC-AMINO)-3-(Z-AMINO)HEPTANOIC ACID

957494-09-6
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Yield:957494-09-6 100%

Reaction Conditions:

with lithium hydroxide in 1,4-dioxane at 0 - 20; for 1 h;

Steps:

408.3

Methyl (3 S )-3 -(benzyloxycarbonylamino)-7 -(tert-butoxycarbonylamino)heptanoate (1.4341g, 3.511 mmol) was dissolved in 1,4-dioxane (20 mL), and lithium hydroxide (10 mmol) was added at 0°C. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was cooled to 0°C and acidified with 1.0 M HC1. The resultant white precipitate was extracted with iPrOAc, dried with MgSO4, filtered, and concentrated to afford (3S)-3-(benzyloxycarbonylamino)-7-(tert-butoxycarbonylamino)heptanoic acid (1.405 g, 100%), which was used without further purification.

References:

WO2017/84630,2017,A1 Location in patent:Paragraph 001101

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