93271-97-7

Upstream product

• 5211-23-4 N-carbobenzyloxy-L-proline methyl ester 
• 108645-62-1 N-benzyloxycarbonylproline methyl ester 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 147-85-3 L-proline 
• 501-53-1 benzyl chloroformate 
• 75857-94-2 (5S)-N-(benzyloxycarbonyl)-5-methoxycarbonyl-2-pyrrolidinone 

Downstream Products

• 905981-22-8 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-6-(toluene-4-sulfonyloxy)-indole-1-carboxylic acid tert-butyl ester 
• 848467-51-6 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-6-(1,1-dimethyl-prop-2-ynyloxy)-indole-1-carboxylic acid tert-butyl ester 
• 848467-53-8 3-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 905981-24-0 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 848467-52-7 2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester 
• 848467-50-5 2-benzyloxycarbonylamino-3-[6-(toluene-4-sulfonyloxy)-1H-indol-3-yl]-propionic acid methyl ester 
• 116894-75-8 (2S,5S)-5-(1-Benzyloxycarbonyl-2-oxo-propyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 93272-14-1 5-methyl-N_b-benzyloxycarbonyl-L-tryptophan 
• 154-06-3 2-Amino-3-(5-methyl-1H-indol-3-yl)-propionic acid 
• 863132-98-3 3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 93272-12-9 5-methyl-N_b-benzyloxycarbonyl-L-tryptophan methyl ester 
• 214072-10-3 (5S)-2-Methoxy-1-[(benzyloxy)carbonyl]-5-methoxycarbonylpyrrolidine 

Relevant academic research and scientific papers

BETA-HYDROXY HETEROCYCLIC AMINES AND THEIR USE IN THE TREATMENT OF HYPERGLYCAEMIA

There is herein provided a compound of formula (I) or a pharmaceutically acceptable salt thereof, wherein X, R1, ring A, m and n have meanings as provided in the description.

Synthesis of highly functionalized 2,5-disubstituted pyrrolidines via an aza-Morita-Baylis-Hillman-type reaction

An aza-Morita-Baylis-Hillman-type reaction of Michael acceptors with 5-substituted cyclic N,O-acetals derived from pyrrolidines has been investigated. It has been found that the combination of Me2S and TMSOTf work well with unhindered and reactive enals and enones whilst the use of quinuclidine and TMSOTf is superior for more hindered Michael acceptors. The reactions lead to 2,5-trans-disubstituted pyrrolidines with good to excellent diastereoselectivity. The origin of the selectivity is discussed.

Enantioselective total synthesis of avrainvillamide and the stephacidins

In this article, full details regarding our total synthesis of avrainvillamide and the stephacidins are presented. After an introduction and summary of prior synthetic studies in this family of structurally complex anticancer natural products, the evoluti

Short, enantioselective total synthesis of stephacidin A

A concise route to the heptacyclic indole alkaloid stephacidin A (1) includes a simple method for the gram-scale synthesis of substituted tryptophans, a remarkable indole annulation, and the first enolate coupling of an amide to an ester. This synthesis s

Oxidation of L-Proline Methyl Ester Derivatives with the Iodosylbenzene/Trimethylsilylazide Reagent Combination

Oxidation of a series of L-Proline derivatives with the (PhIO)n/TMSN3 reagent combination is reported.Subsequent utilization of the 5-azido N-acyl functionality as a N-acyl iminium ion precursor is described.

SYNTHESIS OF (6S,8R)-6-(1'-HYDROXYETHYL)CARBAPENEM, A THIENAMYCIN TYPE

Title carbapenem (1) having thienamycin-type of side chain at C-6 was synthesized from L-glutamic acid.Chirospecific oxymercuration of 6-vinylcarbapenam (12a) successfully induced 8R-hydroxyl.

Syntheses of Substituted L- and D-Tryptophans

Several 5-substituted nb-methoxycarbonyl-L- and -D-tryptophan derivatives were synthesized from proline by a new route involving electrochemical oxidation, as well as by the known procedures.Removal of the Nb-methoxycarbonyl group was accomplished by treatment with Me3SiI in refluxing chloroform, then alkaline hydrolysis of the methyl esters afforded 5-substituted L- and D-tryptophans with high optical purities.Keywords - L-tryptophan 5-substituted; D-tryptophan 5-substituted; anodic oxidation; N-methoxycarbonyl group deprotection; Fischer indole synthesis; iodotrimethylsilane

Electroorganic Chemistry. Part 80. α-Hydroxylation of N-Acylated Cyclic Amines and Utilization of the Products as Amino Aldehyde Equivalents

A general method for the transformation of N-acylated cyclic amines (1) to amino aldehydes (4) was exploited.N-Benzoyl- or N-alkoxycarbonyl-α-methoxyamines (2) were prepared by anodic reaction of (1) in methanol.Treatment of (2) with dilute hydrochloric acid gave the corresponding α-hydroxylated compounds (3) which are amino aldehydes equivalents.The reaction of (3) with methoxycarbonylmethylenetriphenylphosphorane yielded ω-amino-α,β-unsaturated esters in satisfactory yields.