161759-90-6

Basic information

• Product Name: (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate
• Synonyms: (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate
• CAS NO: 161759-90-6
• Molecular Weight: 295.335
• Mol File: 161759-90-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 131-132 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: 443.3±45.0 °C(Predicted)
• Density: 1.170±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate(161759-90-6)
• EPA Substance Registry System: (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate(161759-90-6)

Safety Data

• Hazardous Substances Data: 161759-90-6(Hazardous Substances Data)

Usage

General Description

The chemical compound "(+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate" is an ester with a molecular formula C16H23NO5. It is a chiral compound with two asymmetric carbon atoms, resulting in four possible stereoisomers. This specific stereoisomer has a (2S,3R) configuration. It is commonly used in organic synthesis as a chiral building block, especially in the production of pharmaceuticals, agrochemicals, and natural products. The compound has potential applications in the development of new drugs and is of interest to researchers in the fields of medicinal chemistry and organic chemistry due to its stereochemical properties.

Upstream product

• 4248-19-5 tert-butyl carbazate 
• 103-26-4 Methyl cinnamate 
• 161759-89-3 methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 129866-72-4 Methyl (2S,3R)-(-)-2-hydroxy-3-azido-3-phenyl-propionate 
• 151764-53-3 (2R,3R)-(-)-2-hydroxy-3-(benzoylamino)-3-phenylpropanoic acid methyl ester 
• 151671-03-3 tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate 
• 151671-04-4 methyl (4R,5S)-2,4-diphenyl-4,5-dihydro-1,3-oxazole-5-carboxylate 
• 215171-12-3 (4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl 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 
• 192764-33-3 tert-butyl [(1R,2S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-hydroxy-1-phenylpropyl]carbamate 
• 192764-06-0 N-Benzyl-N-[(R)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine 

Downstream Products

• 188200-11-5 (2S,3R)-3-((tert-butoxycarbonyl)amino)-3-phenyl-1,2-propanediol 
• 114977-29-6 2'-epi 3'-epi N-debenzoyl-N-tert-butoxycarbonyl-10-deacetyl taxol 
• 859498-34-3 (2*,4R,5S)-N-tert-butoxycarbonyl-2-(4'-methoxy)phenyl-4-phenyl-1,3-oxazolidine-5-formic acid 
• 859498-33-2 (2*,4R,5S)-methyl N-tert-butoxycarbonyl-2-(4'-methoxy)phenyl-4-phenyl-1,3-oxazolidine-5-methionate 

Relevant articles and documents

IMPROVED AMINOHYDROXYLATION OF ALKENES

The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

Determination of the structure and its absolute configuration of 2″-hydroxynicotianamine, an inhibitor against Angiotensin-I converting enzyme in buckwheat, through the total synthesis

Nicotianamine is known as an inhibitor against Angiotensin-I Converting Enzyme (ACE). We synthesized a new nicotianamine derivative with an additional hydroxy group isolated from buckwheat (Fagopyrum esculentum Moench) powder and determined its regio and stereochemistry unambiguously by the enantioselective synthesis of diastereomers.

Asymmetric Nitroaldol Reaction. Synthesis of Taxotere Side Chain and (-)-Bestatin Using (1R)-8-Phenylmenthyl Glyoxylate

The nitroaldol reaction of (1R)-8-phenylmenthyl glyoxylate (3b) with 1-nitro-1-phenylmethane (4) or with 1-nitro-2-phenylethane (13) led stereoselectively to adducts syn-2b and syn-12b, which were then transformed into the Taxotere side chain and (-)-best