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

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Chemical Name:(S)-6-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]pyridin-2(1H)-one
CAS No.:1452389-68-2
Molecular Formula:C₃₂H₃₁N₅O₆S₂
Molecular Weight:645.76
Hs Code.:

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

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

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

There total 8 articles about (S)-6-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-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: 94.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 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

: 1452389-68-2
(S)-6-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]pyridin-2(1H)-one

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1002/anie.201302372

Reference yield:

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

: 1452389-68-2
(S)-6-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 6 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

6: triethylamine / dichloromethane / 4 h / 0 °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

: 1452389-68-2
(S)-6-[2'-(N-(tert-butoxycarbonyl)pyrrolidin-2-yl)-2,4'-bithiazol-4-yl]-5-[4-(benzyloxycarbonyl)-5-methyloxazol-2-yl]pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 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

4: triethylamine / dichloromethane / 4 h / 0 °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