161282-72-0

Basic information

• Product Name: Carbamic acid, [(1S,2R)-2-hydroxy-3-nitro-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester
• CAS NO: 161282-72-0
• Molecular Formula: C15H22N2O5
• Molecular Weight: 310.35
• Mol File: 161282-72-0.mol

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S,2R)-2-hydroxy-3-nitro-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S,2R)-2-hydroxy-3-nitro-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester(161282-72-0)
• EPA Substance Registry System: Carbamic acid, [(1S,2R)-2-hydroxy-3-nitro-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester(161282-72-0)

Safety Data

• Hazardous Substances Data: 161282-72-0(Hazardous Substances Data)

Upstream product

• 75-52-5 nitromethane 
• 72155-45-4 Boc-L-phenylalaninal 
• 7535-56-0 N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester 
• 64411-37-6 N²-<(tert-butoxy)carbonyl>-L-phenylalanine phenyl ester 
• 174302-72-8 (S)-3-tert-butoxycarbonylamino-1-nitro-4-phenyl-2-butanone 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Downstream Products

• 162536-42-7 (1S,2R)-(3-amino-1-benzyl-2-hydroxy-propyl)-carbamic acid tert butyl ester 
• 1422208-16-9 C₃₆H₅₁N₅O₃ 
• 1422208-15-8 C₃₅H₄₇N₅O₃ 
• 1422208-14-7 C₃₄H₄₇N₅O₃ 
• 1422208-13-6 C₃₄H₄₅N₅O₃ 
• 1422208-12-5 C₃₇H₅₃N₅O₃ 
• 1422208-11-4 C₃₆H₄₉N₅O₃ 
• 1422253-17-5 C₄₁H₅₉N₅O₃ 
• 1422207-70-2 C₂₇H₃₈N₄O₂ 
• 388062-34-8 N₁-[(1S,2R)-1-benzyl-3-(cyclohexylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide 
• 388063-96-5 N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-2-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide 
• 388062-29-1 N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide 
• 660431-13-0 N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide 
• 388065-62-1 N₁-{(1S,2R)-1-benzyl-2-hydroxy-3-[(2-phenylethyl)amino]propyl}-N₃,N₃-dipropylisophthalamide 

Relevant articles and documents

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Highly stereoselective Henry reaction has been used in the synthesis of the fosamprenavir precursor (2S,3R)-N-tert-butyloxycarbonyl-2-amino-3-hydroxy-1- phenyl-4-nitrobutane and its 2S,3S diasteromer from N-tert-butyloxycarbonyl-(S)- phenylalaninal and ni

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Either amprenavir (1) or its C(2) diastereomer can be synthesized in a simple way by the use of a nitroaldol reaction carried out in the presence of one or the other of the two ammonium ions 2. The 1,3-diamino-2-hydroxypropyl structural element of 1 is also found in many other peptidomimetics and HIV protease inhibitors. Described here is a new strategy for possible application to direct and stereocontrolled synthesis of such compounds.

A facile synthesis of (2R,3S)-1-amino-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutane; A useful component block of HIV protease inhibitor

(S)-3-tert-Butoxycarbonylamino-1-nitro-2-oxo-4-phenylbutane 4 was converted to (2R,3S)-1-amino-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutane 5a by a catalytic hydrogenation, or NaBH4-TiCl4 reduction followed by hydrogenation in favorable diastereoselectivity, a component of the HIV protease inhibitor VX-478.

Diastereoselective catalytic asymmetric nitroaldol reaction utilizing rare earth-Li-(R)-BINOL complex. A highly efficient synthesis of norstatine

Rare earth-Li-BINOL complexes were used to catalyze nitroaldol reactions of optically active α-amino-aldehydes with nitromethane in a highly diastereoselective manner. A typical adduct, (2S, 3S)-3-phtaloylamino-2-hydroxy-1-nitro-4-phenylbutane was conveni