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

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Chemical Name: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
CAS No.:1599424-55-1
Molecular Formula:C₂₉H₃₉N₇O₈S
Molecular Weight:645.737
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 4 articles about 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 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: 33.0%

: 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

: 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:: 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; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; tert-butyl alcohol; at 0 - 20 ℃; for 5.5h;

With sodium dithionite; In tetrahydrofuran; water; acetone; tert-butyl alcohol; for 1h;
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

Reference yield:

: 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

: 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 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; caesium carbonate / tetrahydrofuran; water / 1 h / 100 °C / Microwave irradiation

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

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; acetone; tert-butyl alcohol / 5.5 h / 0 - 20 °C

3.2: 1 h

With bis-triphenylphosphine-palladium(II) chloride; osmium(VIII) oxide; caesium carbonate; 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