130812-46-3

Upstream product

• 6519-67-1 DL-tryptophan ethyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 
• 5619-09-0 methyl tryptophanate hydrochloride 
• 124-38-9 carbon dioxide 
• 100-39-0 benzyl bromide 
• 7303-49-3 DL-tryptophan methyl ester 
• 120-72-9 indole 
• 104597-98-0 (S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 7432-21-5 N-carbobenzyloxy-L-tryptophane 
• 74-88-4 methyl iodide 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 4299-70-1 L-tryptophan methyl ester 
• 1053208-94-8 N-carbobenzyloxy-2-iodo-L-tryptophan methyl ester 

Downstream Products

• 22839-13-0 N^α-benzyloxycarbonyl-DL-tryptophan-hydrazide 
• 1345888-99-4 rac-2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]propionic acid methyl ester 
• 110815-27-5 (S)-(2-acetoxy)-1-((1H-indol-3-ylmethyl)ethyl)carbamic acid, phenylmethyl ester 
• 88901-68-2 1-benzyl 2-methyl (2s,3aR,8aR)-3a,8-bis(3-methyl-2-butenyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 88930-19-2 1-benzyl 2-methyl (2s,3as,8as)-3a,8-bis(3-methyl-2-butenyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 73054-06-5 methyl N-carbobenzyloxy-β-oxotryptophanate 
• 61535-47-5 benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate 
• 139091-30-8 (S)-benzyl (1-(indol-3-yl)-3-oxopropan-2-yl)carbamate 
• 4668-42-2 (S)-2-benzyloxycarbonylamino-succinic acid 1-methyl ester 
• 169687-64-3 (2S,3aR,8aR)-3,3a,8,8a-Tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 744203-12-1 methyl (2S,4RS)-2-benzyloxycarbonylamino-3-(2,3-dihydro-1H-indol-3-yl)propionate 
• 643751-42-2 N-carbobenzyloxy-1-tert-butoxycarbonyl-L-tryptophan methyl ester 
• 689225-39-6 [1-hydroxymethyl-2-(1H-indol-3-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 169687-67-6 (R)-2-Benzyloxycarbonylamino-2-(1-benzyloxycarbonyl-1H-indol-3-ylmethyl)-succinic acid 4-benzyl ester 1-methyl ester 

Relevant academic research and scientific papers

Method for preparing pharmaceutical intermediate of tryptophan derivative

The synthesis method comprises the following steps: L - tryptophan derivatives are taken as starting materials, and esterification is carried out in sequence. The amidation, Boc protection, hydrolysis, amidation or sequential esterification, amidation, Boc protection, hydrogenation, hydrolysis, amidation yields a target product, a tryptophan derivative pharmaceutical intermediate. The preparation method has the advantages of cheap and easily available raw materials, environment friendliness, less process three wastes, accords with the idea of green pharmacy, mild reaction conditions, simple process, simple and convenient operation, high yield and purity and easy amplification and production.

An efficient, stereocontrolled and versatile synthetic route to bicyclic partially saturated privileged scaffolds

Herein, we describe the development of a simple, high yielding and stereocontrolled strategy for the synthesis of a series of triazolopiperazines and other biologically relevant fused scaffolds from optically active amino acids. This route was applied to the synthesis of 22 scaffolds containing new, previously inaccessible vectors and used to access a novel analogue of ganaplacide.

Chemoselective synthesis of carbamates using CO2 as carbon source

Synthesis of carbamates directly from amines using CO2 as the carbon source is a straightforward and sustainable approach. Herein, we describe a highly effective and chemoselective methodology for the synthesis of carbamates at room temperature and atmosp

Synthesis of tryptophans by Lewis acid promoted ring-opening of aziridine-2-carboxylates: Optimization of protecting group and Lewis acid

The preparation of tryptophan derivatives through the Lewis acid promoted substitution of aziridine carboxylates with indole was found to be accompanied by a ring-expansion reaction to generate an oxazolidinone byproduct. The ratio of tryptophan to oxazol

Aerobic palladium(II)-catalyzed 5-endo-trig cyclization: An entry into the diastereoselective C-2 alkenylation of indoles with tri- and tetrasubstituted double bonds

The endo trick: An endo ring closure onto the trigonal β carbon atom of α,β-unsaturated acceptors that are tethered to the indole nitrogen atom followed by amide cleavage enables the diastereoselective C-2 alkenylation of indoles with fully substituted double bonds. The carboxy group functions as a synthetically useful temporary tether (see scheme). Copyright

Orthogonal protecting groups in the synthesis of tryptophanyl- hexahydropyrroloindoles

The synthesis of various polycyclic systems containing aC 3a-Ni bond between a hexahydropyrrolo[2,3-b]indole and an indole tryptophan is described here. A series of experiments were performed to determine the best combination of five orthogonal protecting groups and the best reaction conditions for formation of said bond, which is a common feature among many recently discovered marine natural products.

NOVEL TRICYCLIC CHIRAL COMPOUNDS AND THEIR USE IN ASYMMETRIC CATALYSIS

The present invention relates to a compound of general Formula (XX), its formation and its use in asymmetric catalysis. In Formula (XX) R and R31 are independently —COOR3, —R4COOR3, —R4CHO, —R4COR3, —R4CONR5R6, —R4COX, —R4OP(═O)(OH)2, —R4P(═O)(OH)2), —R4C(O)C(R3)CR5R6 and —R4CO2COR3. In addition, R31 may also be hydrogen. R3, R5 and R6 are independently hydrogen, an aliphatic group with a main chain having 1 to about 20 carbon atoms, an alicyclic group, an aromatic group, an arylaliphatic group or an arylalicyclic group, comprising 0 to about 3 heteroatoms independently selected from the group consisting of N, O, S, Se and Si. R4 an aliphatic bridge with a main chain having 1 to about 20 carbon atoms, an alicyclic bridge, an aromatic bridge, an arylaliphatic bridge or an arylalicyclic bridge, comprising 0 to about 3 heteroatoms independently selected from the group consisting of N, O, S, Se and Si, and X is halogen. In Formula (XX) R30 is —C(OH)R1R2 or —COOR14, wherein R1, R2 and R14 are independently hydrogen, an aliphatic group with a main chain having 1 to about 20 carbon atoms, an alicyclic group, an aromatic group, an arylaliphatic group or an arylalicyclic group, comprising 0 to about 3 heteroatoms independently selected from the group consisting of N, O, S, Se and Si.

A favorable, narrow, δh Hansen-parameter domain for gelation of low-molecular-weight amino acid derivatives

In recent years, the design of new low-molecular-weight gelators (LMWGs) has attracted considerable attention because of the interesting supramolecular architectures as well as industrial applications. In this context, the role of the organic solvent in d

Convenient synthesis of chiral tryptophan derivatives using Negishi cross-coupling

A facile synthetic procedure for chiral tryptophan derivatives using Negishi cross-coupling reaction of serine-derived iodoalanine with 3-haloindole is described. The best result was obtained when the reaction of N-tosyl-3-bromoindole with N-Cbz-iodoalani

Hexahydropyrrolo [2,3-b]indoles: A new class of structurally rigid tricyclic skeleton for oxazaborolidine-catalyzed asymmetric borane reduction

A new class of structurally rigid tricyclic chiral ligands based on the hexahydropyrrolo [2,3b]indole skeleton has been rationally designed and the catalytic abilities in asymmetric catalysis have been shown in the enantioselective borane reduction of prochiral ketones to afford the chiral alcohols in excellent yields and high enantioselectivities (up to 97% ee).