1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

Base Information

Chemical Name:1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate
CAS No.:1365839-28-6
Molecular Formula:C₂₁H₂₆N₆O₃S
Molecular Weight:442.542
Hs Code.:

Synonyms:1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

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Chemical Property of 1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

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Technology Process of 1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

There total 6 articles about 1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate 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: 88.0%

: 1365839-27-5
1,1-dimethylethyl (3S)-3-{[4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

: 1365839-28-6
1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

Guidance literature:: 1,1-dimethylethyl (3S)-3-{[4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

With water; In tetrahydrofuran; Cooling with ice;

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 1365839-28-6
1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonia / water / 8 h / 165 °C / 14251.4 Torr / Microvave irradiation

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 20 - 90 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3.08 h / 20 °C / Inert atmosphere; Cooling with ice

5.1: lithium hexamethyldisilazane / (NHC)Pd(allyl)Cl / tetrahydrofuran / 1 h / 70 °C / Microwave irradiation; Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6.2: Cooling with ice

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; ammonia; sodium hydride; lithium hexamethyldisilazane; (NHC)Pd(allyl)Cl; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 479612-84-5
6-chloro-4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-2-pyridinamine

: 1365839-28-6
1,1-dimethylethyl (3S)-3-{[4-(hydroxymethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3.08 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: lithium hexamethyldisilazane / (NHC)Pd(allyl)Cl / tetrahydrofuran / 1 h / 70 °C / Microwave irradiation; Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.2: Cooling with ice

With tetrabutyl ammonium fluoride; sodium hydride; lithium hexamethyldisilazane; (NHC)Pd(allyl)Cl; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;