4-CBZ-2-HYDROXYMETHYLMORPHOLINE synthesis
- Product Name:4-CBZ-2-HYDROXYMETHYLMORPHOLINE
- CAS Number:135782-20-6
- Molecular formula:C13H17NO4
- Molecular Weight:251.28
501-53-1
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103003-01-6
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$45.00/50mg
135782-20-6
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$588.00/1g
Yield:135782-20-6 70%
Reaction Conditions:
Stage #1: morpholin-2-ylmethanolwith sodium hydrogencarbonate in tetrahydrofuran;water; for 0.0833333 h;
Stage #2: benzyl chloroformate in tetrahydrofuran;water; for 3 h;
Steps:
52.a
Sodium hydrogencarbonate (358 mg, 4.27 mmol) was added to (morpholin-2- yl)methanol (250 mg, 2.13 mmol) in THF (3 mL) and water (3 mL) and the mixture stirred for 5 min. Benzyl chloroformate (0.3 mL, 2.13 mmol) was added and the mixture stirred for 3 h. The mixture was diluted with EtOAc and washed with water. The aqueous was reextracted with EtOAc and the combined organics were dried and evaporated to give a colourless oil (485 mg). The oil was purified by column chromatography (0-100% EtOAc in hexane) to give benzyl 2-(hydroxymethyl)morpholine-4-carboxylate, (376 mg, 70%) as a colourless oil. 1H NMR (400 MHz, DMSO-d6) d 7.43- 7.28 (m, 5H), 5.15- 5.06 (m, 2H), 4.80 (t, J = 5.6 Hz, 1H), 3.96- 3.89 (m, 1H), 3.86- 3.74 (m, 2H), 3.48- 3.35 (m, 3H), 3.33- 3.29 (m, 1H), 2.93 (br. s, 1H), 2.70 (br. s, 1H).
References:
WO2020/30925,2020,A1 Location in patent:Page/Page column 96
40987-24-4
117 suppliers
$32.00/250mg
501-53-1
401 suppliers
$10.00/1g
135782-20-6
17 suppliers
$588.00/1g