(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

Base Information

Chemical Name:(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide
CAS No.:1089701-98-3
Molecular Formula:C₃₃H₄₄N₄O₄S
Molecular Weight:592.803
Hs Code.:

(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

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Chemical Property of (R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

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Technology Process of (R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

There total 11 articles about (R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide 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:

: C₇H₁₀N₂O₂

: (2R,3S)-3-amino-1-((S)-6′-neopentyl-3′,4′-dihydrospiro-[cyclobutane-1,2′-pyrano[2,3-b]pyridine]-4′-ylamino)-4-(3-(thiazol-2-yl)phenyl)butan-2-ol hydrochloride

: 1089701-98-3
(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm300118s

Reference yield:

: 939411-89-9
2-(1-(tert-butyldimethylsilyloxy)cyclobutyl)acetaldehyde

: 1089701-98-3
(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(II) sulfate / dichloromethane / 16 h / 20 °C

2.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran; toluene / 0.5 h / 0 °C

2.2: 0.5 h / -65 - -10 °C

3.1: cesium fluoride / dimethyl sulfoxide / 15 h / 120 °C

4.1: hydrogenchloride / dichloromethane / 1 h / 25 °C

5.1: trimethyl orthoformate; sodium tris(acetoxy)borohydride / dichloromethane / 5 h / 23 °C

6.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 40 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; copper(II) sulfate; N-ethyl-N,N-diisopropylamine; cesium fluoride; trimethyl orthoformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm300118s

Reference yield:

: 1373756-29-6
(R)-N-((S)-2-(1-(tert-butyldimethylsilyloxy)cyclobutyl)-1-(2-fluoro-5-neopentylpyridin-3-yl)ethyl)-2-methylpropane-2-sulfinamide

: 1089701-98-3
(R)-N-((2S,3R)-3-hydroxy-4-(((S)-6-neopentyl-3 ,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridin]-4-yl)amino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)-2-methoxypropanamide

Guidance literature:: Multi-step reaction with 5 steps

1: cesium fluoride / dimethyl sulfoxide / 15 h / 120 °C

2: hydrogenchloride / dichloromethane / 1 h / 25 °C

3: trimethyl orthoformate; sodium tris(acetoxy)borohydride / dichloromethane / 5 h / 23 °C

4: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 40 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; cesium fluoride; trimethyl orthoformate; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm300118s