145071-98-3

Upstream product

• 81445-44-5 (S)-2-(benzyloxy)propanal 
• 87758-64-3 C₁₇H₃₂BNO₃ 
• 149836-93-1 3-[(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-5-trimethylsilanyl-pent-4-ynoyl]-oxazolidin-2-one 
• 188911-98-0 1-(trimethylsilyl)-3(R*,S*)-methoxy-4(S)-(benzyloxy)-1-pentyne 
• 149837-25-2 C₁₄H₂₆BNO₃ 
• 149836-92-0 (S)-3-[(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-5-trimethylsilanyl-pent-4-ynoyl]-4-isopropyl-oxazolidin-2-one 

Downstream Products

• 162612-26-2 2(R),4(S)-dimethyl-3(R)-ethynyl-γ-butyrolactone 
• 334799-06-3 3-{5-[(3S,4R)-3-((S)-1-Benzyloxy-ethyl)-4-methyl-5-oxo-dihydro-furan-(2Z)-ylidenemethyl]-2-formyl-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester 
• 334799-14-3 C₂₄⁽¹³⁾CH₂₉NO₆ 
• 149885-12-1 (2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid 
• 149885-10-9 [(1R,2S)-2-((S)-1-Benzyloxy-ethyl)-1-methyl-but-3-ynyl]-carbamic acid tert-butyl ester 
• 175656-30-1 (2S,3S)-2-((R)-1-Amino-ethyl)-3-benzyloxy-butyric acid 
• 188923-17-3 5-[(3R,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidin-(2Z)-ylidenemethyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 162612-34-2 5-[(3R,4R)-3-((S)-1-Hydroxy-ethyl)-4-(4-methoxy-benzylcarbamoyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 162612-32-0 2(R)-methyl-3(R)-<1'(S)-hydroxyethyl>-4-pentynoic acid N-(4'-methoxybenzyl)amide 
• 145100-19-2 5-[(3R,4R)-3-((S)-1-Benzyloxy-ethyl)-4-methyl-5-oxo-pyrrolidin-(2Z)-ylidenemethyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 145100-18-1 5-[(3R,4R)-3-((S)-1-Benzyloxy-ethyl)-4-carbamoyl-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 145100-06-7 2(R)-methyl-3(R)-(1'(S)-(benzyloxy)ethyl)-4-pentynoic acid amide 
• 145072-13-5 3-[(3R,4R)-3-((S)-1-Benzyloxy-ethyl)-4-methyl-5-oxo-pyrrolidin-(2Z)-ylidenemethyl]-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylic acid methyl ester 
• 145100-12-5 3-[(3R,4S)-4-Benzyloxy-3-((R)-1-carbamoyl-ethyl)-pent-1-ynyl]-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Studies on the Synthesis of Phytochrome and Related Tetrapyrroles. Dihydropyrromethenones by Photochemical Rearrangement of N-Pyrrolo Enamides

Dihydropyrromethenone 67b, a potential precursor for the synthesis of phytochrome 1, has been prepared in enantiomerically pure form beginning with N-aminopyrrole 64 and the acetylenic acid 62b. The key step involved a 3,5-sigmatropic rearrangement of N-pyrrolo enamide 66b.

Enantioselective syntheses of (+)- and (-)-phaseolinic acid

(+)- and (-)-Phaseolinic acid (1) have been prepared in an enantioselective fashion from acetylenic acid 26 (or ent-26) by a three step sequence involving lactonization, epimerization at C3, and oxidative cleavage. 26 was obtained as a single enantiomer using a Nicholas-Schreiber reaction.

Formal total syntheses of the β-lactam antibiotics thienamycin and PS-5

Chiral nonracemic acetylenic acids of general structure 11, prepared using the Schreiber modification of the Nicholas reaction, have been converted to β-amino acid derivatives of type 12 by a two-step sequence involving Curtius rearrangement followed by o

A versatile synthesis of β-amino acids using the Nicholas reaction. I. Application to β-lactams of the carbapenem class

Homochiral acetylenic acids of general structure 10, prepared using the Schreiber modification of the Nicholas reaction, have been converted to β-amino acid derivatives of type 11 by a two step sequence involving Curtius rearrangement followed by oxidativ

Tetrapyrroles. III. Homochiral dihydropyrromethenones from N-aminopyrroles and acetylenic acids

Dihydropyrromethenone 29, a potential precursor for the synthesis of Phytochrome (8), Phycocyanin (9) and Phycoerythrin (10), has been prepared in homochiral form from pyrrolohydrazide 27 by a sequence involving F-induced 5-exo-dig cyclization to afford enamide 28, followed by photochemical 3,5-sigmatropic rearrangement.