188200-11-5

Basic information

• Product Name: Carbamic acid, [(1R,2S)-2,3-dihydroxy-1-phenylpropyl]-, 1,1-dimethylethyl ester
• CAS NO: 188200-11-5
• Molecular Formula: C14H21NO4
• Molecular Weight: 267.325
• Mol File: 188200-11-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1R,2S)-2,3-dihydroxy-1-phenylpropyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R,2S)-2,3-dihydroxy-1-phenylpropyl]-, 1,1-dimethylethyl ester(188200-11-5)
• EPA Substance Registry System: Carbamic acid, [(1R,2S)-2,3-dihydroxy-1-phenylpropyl]-, 1,1-dimethylethyl ester(188200-11-5)

Safety Data

• Hazardous Substances Data: 188200-11-5(Hazardous Substances Data)

Upstream product

• 135865-78-0 tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate 
• 150884-50-7 benzaldehyde N-boc imine 
• 161759-90-6 (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate 
• 188200-09-1 (1R,2S)-N-Benzyl-2,3-dibenzyloxy-1-phenyl-1-propylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 192764-06-0 N-Benzyl-N-[(R)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine 
• 100-58-3 phenylmagnesium bromide 
• 5877-56-5 (E)-N-benzylidene-2-methoxybenzenamine 
• 919770-20-0 (R)-5-((S)-((2-methoxyphenyl)amino)(phenyl)methyl)furan-2(5H)-one (7j). 
• 919770-42-6 5-(amino-phenyl-methyl)-5H-furan-2-one 
• 919770-46-0 [(5-oxo-2,5-dihydro-furan-2-yl)-phenyl-methyl]-carbamic acid tert-butyl ester 
• 192764-31-1 (2S,3R)-3-(tert-butoxycarbonylamino)-1,2-O-isopropylidene-3-phenyl-1,2-propanediol 
• 188200-10-4 Benzyl-((1R,2S)-2,3-bis-benzyloxy-1-phenyl-propyl)-carbamic acid tert-butyl ester 

Downstream Products

• 1235453-09-4 (2S,3R)-3-tert-butoxycarbonylamino-3-phenylpropane-I,2-diyl diacetate 
• 875-74-1 (R)-phenylglycine 
• 215171-12-3 (4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 215171-14-5 (4R,5S)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester 
• 215171-13-4 (4R,5S)-5-Hydroxymethyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 223134-87-0 4R,5S-1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid 
• 161759-90-6 (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate 
• 259748-03-3 (1R,2S)-N-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-2-mesyloxo-1-phenyl-1-propylamine 
• 259748-01-1 (1R,2R)-N-tert-butoxycarbonyl-1-phenyl-2-acetyloxy-1-butylamine 
• 184179-06-4 (1R,2S)-N-tert-butoxycarbonyl-1-phenyl-2,3-epoxy-1-propylamine 
• 192764-33-3 tert-butyl [(1R,2S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-hydroxy-1-phenylpropyl]carbamate 
• 33125-05-2 Boc-D-Phg-OH 

Relevant articles and documents

Proline-catalyzed α-aminooxylation of β-amino aldehydes: Access to enantiomerically pure syn - And anti -3-Amino-3-aryl-1,2-alkanediols

A new synthetic method for enantioselective synthesis of syn or anti-3-amino-3-aryl-1,2-alkanediols via proline catalyzed α-aminooxylation of β-amino aldehydes are described. This methodology is successfully applied to a concise and protecting group-free asymmetric synthesis of (-)-cytoxazone, (+)-epi-cytoxazone and formal synthesis of N-thiolated 2-oxazolidinone.

A highly efficient and practical method for catalytic Asymmetric Vinylogous Mannich (AVM) reactions

(Chemical Equation Presented) Very selective but very easy: These are two of the attributes of the asymmetric vinylogous Mannich reactions presented herein. These reactions can be run on a gram scale and in undistilled THF and air (see scheme; TMS = SiMe3). All that is needed is commercially available AgOAc, a readily available amino acid derived phosphine, and a commercially available or easily prepared (one step) siloxyfuran.

Nucleophilic additions of Grignard reagents to N-benzyl-2,3-O- isopropylidene-D-glyceraldehyde nitrone (BIGN). Synthesis of (2S,3R) and (2S,3S)-3-phenylisoserine

A remarkable Lewis acid tuning has been observed in the nucleophilic addition of Grignard reagent to BIGN, the N-benzyl nitrone derived from 1,2- O-isopropylidene-D-glyceraldehyde. The obtained α,β-dialkoxy hydroxylamines can serve as starting points for the synthesis of both aminodiols and α- hydroxy-β-amino acids. This synthetic approach is illustrated by the synthesis of the antipode of the C-13 side chain of Taxotere as well as its C-3 epimer.