[(1S,2R)-2-hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]-phenylmethyl ester synthesis
- Product Name:[(1S,2R)-2-hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]-phenylmethyl ester
- CAS Number:143224-62-8
- Molecular formula:C22H30N2O3
- Molecular Weight:370.49
78-81-9
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128018-44-0
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143224-62-8
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Yield:143224-62-8 92%
Reaction Conditions:
in isopropyl alcohol; for 1.25 h;Heating / reflux;
Steps:
27.C EXAMPLE 27 Preparation of N-[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenyl]N-isobutylamine; Part C
N-[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenyl]N-isobutylamine
EXAMPLE 27 Preparation of N-[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenyl]N-isobutylamine; Part C N-[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenyl]N-isobutylamine A solution of N-benzylcarbonyl-3(S)-amino-1,2-(S)-epoxy-4-phenyl butane (50.0 g, 0.168 mol) and isobutylamine (246 g, 3.24 mol, 20 equivalents) in 650 ML of isopropyl alcohol was heated to reflux for 1.25 hours.. The solution was cooled to room temperature, concentrated in vacuo and then poured into 1 L of stirring hexane whereupon the product crystallized from solution.. The product was isolated by filtration and air dried to give 57.56 g, 92% of N[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenyl]-N-isobutylamine, mp 108.0-109.5° C., MH+ m/z=371.
References:
US6388132,2002,B1 Location in patent:Page column 51-52
26049-94-5
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1161-13-3
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15196-02-8
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