(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

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Chemical Name:(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one
CAS No.:1452389-67-1
Molecular Formula:C₂₇H₂₃N₅O₄S₂
Molecular Weight:545.643
Hs Code.:

Synonyms:(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

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Chemical Property of (S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

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Technology Process of (S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

There total 7 articles about (S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one 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: 73.0%

: 1452389-57-9
(S)-2-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-6-methoxy-3-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]pyridine

: 1452389-67-1
(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

Guidance literature:: With hydrogen bromide; acetic acid; at 20 ℃; for 28h;
DOI:10.1002/anie.201302372

Reference yield:

: 503000-87-1
2-chloro-6-methoxypyridine-3-carboxylic acid

: 1452389-67-1
(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / tetrahydrofuran / 3 h / 0 °C

2: Dess-Martin periodane / dichloromethane / 6 h / 20 °C / Inert atmosphere

3: triethylamine; triphenylphosphine; iodine / dichloromethane / 15 h / 0 - 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 48 h / 80 °C

5: hydrogen bromide; acetic acid / 28 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen bromide; iodine; Dess-Martin periodane; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 2: |Dess-Martin Oxidation / 4: |Stille Cross Coupling;
DOI:10.1002/anie.201302372

Reference yield:

: 1452389-66-0
benzyl (S)-2-(2-chloro-6-methoxynicotamido)-3-oxobutanoate

: 1452389-67-1
(S)-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]-6-[2'-(pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; triphenylphosphine; iodine / dichloromethane / 15 h / 0 - 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 48 h / 80 °C

3: hydrogen bromide; acetic acid / 28 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; iodine; acetic acid; triethylamine; triphenylphosphine; In 1,4-dioxane; dichloromethane; 2: |Stille Cross Coupling;
DOI:10.1002/anie.201302372