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

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

4synthesis methods

Product Name:tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate
CAS Number:1147557-97-8
Molecular formula:C11H19NO3
Molecular Weight:213.27

1181816-12-5 Synthesis

tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate

1181816-12-5
187 suppliers
$9.00/100mg

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

1147557-97-8
128 suppliers
$14.00/100mg

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