89524-98-1

Usage

Uses

Used in Organic Synthesis:
(+/-)-BOC-ALPHA-PHOSPHONOGLYCINE TRIMETHYL ESTER is used as a Wittig-Horner reagent for preparing (Z)-Boc-protected dehydroamino acid derivatives. This application is crucial in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (+/-)-BOC-ALPHA-PHOSPHONOGLYCINE TRIMETHYL ESTER is used as a Wittig-Horner reagent for preparing saturated, unnatural amino acids through subsequent asymmetric hydrogenation. These amino acids are essential building blocks for the development of novel drugs and therapeutic agents.

InChI:InChI=1/C10H20NO7P/c1-10(2,3)18-9(13)11-7(8(12)15-4)19(14,16-5)17-6/h7H,1-6H3,(H,11,13)/t7-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 89537-21-3 methyl 2-amino-2-(dimethoxyphosphoryl)acetate 
• 4248-19-5 tert-butyl carbazate 
• 60190-78-5 methyl 2-diazo-2-(dimethoxyphosphoryl)acetate 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 121-45-9 phosphorous acid trimethyl ester 
• 4530-20-5 BOC-glycine 
• 128-08-5 N-Bromosuccinimide 
• 150749-03-4 methyl 2-(tert-butoxycarbonylamino)-2-hydroxyacetate 

Downstream Products

• 135582-89-7 methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate 
• 1418287-34-9 1-tert-butyl 2-methyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-1,2-dicarboxylate 
• 1259394-66-5 (Z)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(3,5-dimethoxyphenyl)acrylate 
• 135638-41-4 (R)-3-benzyloxycarbonyl-5-<(Z)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)vinyl>-2,2-dimethyl-1,3-oxazolidine 

Relevant academic research and scientific papers

Preparation method of Wittig-Horner reagent

A preparation method of a Wittig-Horner reagent is disclosed. According to the preparation method of the Wittig-Horner reagent provided by the invention, a compound with a structure as shown in a formula (I) and a glyoxylic acid aqueous solution with a sp

SYNTHESIS OF (S)-6-HYDROXYTRYPTOPHAN AND DERIVATIVES THEREOF

The present invention relates to novel methods and compounds for synthesizing amanitin derivatives. The invention in particular relates to methods for synthesizing (S)-6-hydroxy-tryptophan derivatives which can be used as building blocks for synthesizing

PEPTIDE NUCLEIC ACID MONOMERS AND OLIGOMERS

The invention relates to new peptide nucleic acid monomers and peptide nucleic acid oligomers comprising a dialkylamine side chain substituted with phosphonic acid ester group(s) or phosphonic acid group(s), and to the uses thereof.

Synthesis of the octahydroindole unit of aeruginosins via asymmetric hydrogenation of the Diels-Alder adducts of 2-amido-2,4-pentadienoate

An optically active octahydroindole, the core unit of aeruginosins (Choi) was synthesized. The Diels-Alder reaction of Danishefsky's diene with methyl (Z)-2-acetamido-2,4-pentadienoates provided the adducts regioselectively in good yield. The adducts were

A new convenient synthesis of N-acyl-2-(dimethoxyphosphoryl)glycinates

Easily accessible N-acyl-2-triphenylphosphonioglycinate tetrafluoroborates react smoothly with trimethylphosphite in the presence of methyltriphenylphosphonium iodide to give N-acyl-2-(dimethoxyphosphoryl)glycinates in good or very good yields. The dimeth

METHODS OF PREPARATION OF DEHYDRO-DIKETOPIPERAZINES IN LIQUID PHASE OR OF SOLID SUPPORTED PHASE

The preparation of any compound of the generic structure (I); wherein: R1 and R2 are substituents described in the main text. Cycl- is a group represented by either of the formulae (a) and (b); wherein: R3 to R8

Total synthesis of isoroquefortine C

A short and efficient total synthesis of isoroquefortine C, the 3,12-(Z)-isomer of roquefortine C, from L-tryptophan methyl ester hydrochloride and 4(5)-(hydroxy)methylimidazole hydrochloride is described.

Synthesis of non-natural O-glycosylamino acids derived from n-pentenyl glycosides; model studies and proof of principle for glycopeptide synthesis

Model studies on the transformation of the olefinic unit contained in n-pentenyl glycosides (NPGs) to glycoamino acids is described. The methodology involves a Horner-Emmons olefination with a protected glycine derived phosphonate, followed by asymmetric

Studies towards the synthesis of diazonamide A. Synthesis of the indole bis-oxazole fragment

The indole bis-oxazole 2, a potential intermediate for the synthesis of the marine natural product diazonamide A 1, has been synthesised, and attempts to construct the model macrocycle (ring B) 3 are also described; in both approaches rhodium carbenoid N-H insertion reactions are used in key steps. (C) 2000 Elsevier Science Ltd.