tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

Base Information

Chemical Name:tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate
CAS No.:1542166-96-0
Molecular Formula:C₅₀H₆₆N₆O₁₀
Molecular Weight:911.108
Hs Code.:

tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

Synonyms:tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

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Chemical Property of tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

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Technology Process of tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

There total 14 articles about tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate 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: 72.0%

: 1542166-95-9
(S)-tert-butyl 4-(((tert-butyloxycarbonyl)((S)-1-(4-(tert-butyloxycarbonyl)-6-((tertbutyloxycarbonyl)amino)-5-methylpyrimidin-2-yl)-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1542166-96-0
tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 25 ℃; for 3h;
DOI:10.1021/ja412298c

Reference yield:

: 1313532-22-7
3-tert-butyl 5-ethyl 4-methyl-1H-pyrazole-3,5-dicarboxylate

: 1542166-96-0
tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C

1.2: 0.5 h / 25 °C

2.1: silver nitrate; [bis(acetoxy)iodo]benzene / water; dichloromethane / 2 h / 25 °C

3.1: acetonitrile / 15 h / 25 °C / Molecular sieve

4.1: triethylamine / tetrahydrofuran / 12 h / 50 °C

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.17 h / 0 °C

6.1: triethylamine; diphenyl phosphoryl azide / 4 h / Reflux

7.1: toluene-4-sulfonic acid / methanol / 3 h / 25 °C

With [bis(acetoxy)iodo]benzene; diphenyl phosphoryl azide; potassium tert-butylate; water; toluene-4-sulfonic acid; silver nitrate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; acetonitrile; 3.1: |Diels-Alder Cycloaddition / 6.1: |Curtius Rearrangement;
DOI:10.1021/ja412298c

Reference yield:

: 1542166-88-0
3-(tert-butyl) 5-ethyl 1-amino-4-methyl-1H-pyrazole-3,5-dicarboxylate

: 1542166-96-0
tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-(hydroxymethyl)-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium hydrogencarbonate; iodine / water; dichloromethane / 2 h / 25 °C

2: acetonitrile / 15 h / 25 °C / Molecular sieve

3: triethylamine / tetrahydrofuran / 12 h / 50 °C

4: sodium hydroxide; water / tetrahydrofuran; methanol / 0.17 h / 0 °C

5: triethylamine; diphenyl phosphoryl azide / 4 h / Reflux

6: toluene-4-sulfonic acid / methanol / 3 h / 25 °C

With diphenyl phosphoryl azide; water; iodine; potassium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 2: |Diels-Alder Cycloaddition / 5: |Curtius Rearrangement;
DOI:10.1021/ja412298c