bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

Base Information

Chemical Name:bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate
CAS No.:875668-02-3
Molecular Formula:C₃₆H₅₃N₃O₁₄
Molecular Weight:751.829
Hs Code.:

Synonyms:bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

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Chemical Property of bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

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Technology Process of bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

There total 8 articles about bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 875668-01-2
bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

: 875668-02-3
bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;
DOI:10.1021/jm050871p

Reference yield:

: 875667-97-3
(4-azidocarbonyl-phenyl)-methyl-carbamic acid benzyl ester

: 875668-02-3
bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 146 mg / tetramethylguanidine / dimethylformamide / 48 h / 20 °C

2: (PhO)2P(O)N₃; Et₃N / dimethylformamide / 2.5 h

3: 628 mg / tetramethylguanidine / dimethylformamide / 20 °C

4: 100 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

5: 227 mg / dimethyl methylphosphonate; Ag₂CO₃ / dimethylformamide / 20 °C

6: 96 percent / H₂ / Pd/C / ethanol / 20 °C

With 1,1,3,3-tetramethylguanidine; diphenyl phosphoryl azide; hydrogen; triethylamine; silver carbonate; trifluoroacetic acid; dimethyl methane phosphonate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050871p

Reference yield:

: 4-azidocarbonyl-2-[4-(benzyloxycarbonyl-methyl-amino)-benzoylamino]-butyric acid tert-butyl ester

: 875668-02-3
bis(pivaloyloxymethyl) N-{α-pivaloyloxymethyl-N-[4-(N-methyl)aminobenzoyl]-L-glutamyl-γ}-L-glutamate

Guidance literature:: Multi-step reaction with 4 steps

1: 628 mg / tetramethylguanidine / dimethylformamide / 20 °C

2: 100 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

3: 227 mg / dimethyl methylphosphonate; Ag₂CO₃ / dimethylformamide / 20 °C

4: 96 percent / H₂ / Pd/C / ethanol / 20 °C

With 1,1,3,3-tetramethylguanidine; hydrogen; silver carbonate; trifluoroacetic acid; dimethyl methane phosphonate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050871p