tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate
CAS No.:1567346-28-4
Molecular Formula:C₂₂H₂₆N₆O₃S
Molecular Weight:454.553
Hs Code.:

Synonyms:tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

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Chemical Property of tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

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Technology Process of tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

There total 1 articles about tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-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: 95.0%

: 1355454-27-1
tert-butyl 4-(2-(3-aminophenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

: 75927-49-0
pinacol vinylboronate

: 1567346-28-4
tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In tetrahydrofuran; water; at 100 ℃; for 1h; Microwave irradiation;
DOI:10.1016/j.bmcl.2013.12.122

Reference yield:

: 4530-20-5
BOC-glycine

: 1567346-28-4
tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

: 1448313-14-1
tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Microwave irradiation;
DOI:10.1016/j.bmcl.2013.12.122

Reference yield:

: 1567346-28-4
tert-butyl 4-(2-(3-amino-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate

: 1599424-55-1
tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)-acetamido)-5-(1,2-dihydroxyethan-1-yl)phenyl)-5-oxo-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Microwave irradiation

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; acetone; tert-butyl alcohol / 5.5 h / 0 - 20 °C

2.2: 1 h

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.12.122