(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane Basic information
- Product Name:
- (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane
- Synonyms:
-
- 2S,3S,5S-5-AMINO-2-[N-[[(5-THIAZOLYL)METHOXY]CARBONYL]AMINO]-1,6-DIPHENYL-3-HYDROXYHEXANE
- RIT-X
- Thiazol-5-ylMethyl ((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
- (5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamic acid
- 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
- Ritonavir Impurity 1
- CAS:
- 144164-11-4
- MF:
- C23H27N3O3S
- MW:
- 425.54
- Product Categories:
-
- Aromatics
- Chiral Reagents
- Heterocycles
- Intermediates
- Mol File:
- 144164-11-4.mol
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane Chemical Properties
- 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)
- pka
- 11.48±0.46(Predicted)
- form
- Solid
- color
- Off-White to Pale Yellow
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane Usage And Synthesis
Chemical Properties
Light Yellow Oil
Uses
An intermediate in the synthesis of Ritonavir.
Synthesis
162849-95-8
144164-11-4
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
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexaneSupplier
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(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane(144164-11-4)Related Product Information
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- Ritonavir EP Impurity C
- Thiazol-5-ylmethyl-[(1S,2S,4S)-1-benzyl-4-[[(2S)-2-[[[[2-(1-hydroperoxy-1-methylethyl)thiazol-4-yl]m
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