| Identification | Back Directory | [Name]
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane | [CAS]
144164-11-4 | [Synonyms]
RIT-X
RitovirImpurity20
Ritonavir Impurity 1
Ritonavir Impurity 26
Ritonavir Intermediate 2
amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate
(5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamic acid
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino...
Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-
N-(5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamic acid 5-thiazolylmethyl ester
Thiazol-5-ylMethyl ((2S,3S,5S)-5-aMino-3-hydroxy-1,6-diphenylhexan-2-yl)carbaMate
Thiazol-5-ylmethyl [(1S,2S,4S)-4-Amino-1-benzyl-2-hydroxy-5-phenylpentyl]carbamate
1,3-Thiazol-5-ylmethyl n-[(2s,3s,5s)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl]carbamate
1,3-Thiazol-5-ylMethyl N-[(1S,2S,4S)-4-aMino-1-benzyl-2-hydroxy-5-phenylpentyl]car
baMate
2S,3S,5S-5-AMINO-2-[N-[[(5-THIAZOLYL)METHOXY]CARBONYL]AMINO]-1,6-DIPHENYL-3-HYDROXYHEXANE
Carbamic acid,N-[(1S,2S,4S)-4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-,5-thiazolylmethyl ester
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane###144164-11-4 | [Molecular Formula]
C23H27N3O3S | [MDL Number]
MFCD07367634 | [MOL File]
144164-11-4.mol | [Molecular Weight]
425.54 |
| Chemical Properties | Back Directory | [Boiling point ]
656.1±55.0 °C(Predicted) | [density ]
1.251±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
11.48±0.46(Predicted) | [color ]
Off-White to Pale Yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Oil | [Uses]
An intermediate in the synthesis of Ritonavir. | [Synthesis]
Example 4. Preparation of (2S,3S,5S)-5-amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane: (2S,3S,5S)-5-(tert-butoxycarbonylamino)-2-(N-5-thiazolylcarbonylmethoxycarbonyl)amino-1,6-diphenyl-3-hydroxyhexane (1.2g, 6.2 mmol) was dissolved in 4N HCl/dioxane solution (12 mL) and the reaction was stirred for 3 hours at room temperature. After completion of the reaction, the mixture was concentrated under vacuum and the residue was ground with EtOAc and filtered to give a white solid product (0.93 g, 98.2% yield). The product was characterized by 1H NMR (300MHz, DMSO-D6): δ 1.58 (t, J = 6.3Hz, 2H), 2.54-2.68 (m, 1H), 2.72-2.93 (m, 3H), 3.41-3.55 (m, 1H), 5.13 (s, 2H), 7.04-7.47 (m, 11H), 7.84 (s, 1H), 9.07 (s, 1H). 1H), 9.07 (s, 1H); MS (ESI) m/z 426.1 (M + H)+. | [References]
[1] Patent: WO2008/27932, 2008, A2. Location in patent: Page/Page column 96
[2] Patent: WO2006/90264, 2006, A1. Location in patent: Page/Page column 22-23
[3] Patent: WO2006/90270, 2006, A1. Location in patent: Page/Page column 11
[4] Patent: EP1170289, 2002, A2. Location in patent: Page 45
[5] Patent: WO2005/111006, 2005, A1. Location in patent: Page/Page column 17-18 |
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