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ChemicalBook CAS DataBase List tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate
1147557-97-8

tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate synthesis

4synthesis methods
1181816-12-5 Synthesis
tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate

1181816-12-5
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Yield:1147557-97-8 100%

Reaction Conditions:

with sodium tetrahydridoborate in methanol at 0; for 0.5 h;Inert atmosphere;

Steps:

1.8 Step 8 terf-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate

Step 8 terf-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate [00179] To a solution of ferf-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate (507 mg, 2.4 mmol) in MeOH (5.0 mL) was added NaBH4 (182 mg, 4.8 mmol) at 0 °C under N2. It was stirred at 0 °C for 30 min. The solution was concentrated by evaporator in vacuo to give crude solid. A saturated solution of NaHCO3 (30 mL) was added. The aqueous mixture was extracted with DCM (4x30 mL). The combined organic solution was dried over anhydrous Na2SO4 and then concentrated by evaporation in vacuo to afford terf-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate (5 mg, 100%) as a white solid. [00180] 1HNMR (300 MHz, CDCI3): δ 4.18 (m, 1 H), 3.88 (d, 4 H), 2.53 (m, 2 H), 2.08 (m, 2 H), 1.42 (s, 9 H).

References:

WO2013/13308,2013,A1 Location in patent:Paragraph 00178-00180

1239320-10-5 Synthesis
tert-butyl 5,5-dichloro-6-oxo-2-azaspiro[3.3]heptane-2-carboxylate

1239320-10-5
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