(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

Base Information

Chemical Name:(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide
CAS No.:1089704-94-8
Molecular Formula:C₃₄H₄₆N₄O₄S
Molecular Weight:606.83
Hs Code.:

(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

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Chemical Property of (S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

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Technology Process of (S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

There total 17 articles about (S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide 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: 15.0%

: 53103-75-6
2-ethoxypropionic acid

: (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

: 1089704-94-8
(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

: 1089704-96-0
C₃₄H₄₆N₄O₄S

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 2h;
DOI:10.1021/jm300118s

Reference yield:

: 939411-87-7
2-fluoro-5-neopentylpyridine

: 1089704-94-8
(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

: 1089704-96-0
C₃₄H₄₆N₄O₄S

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 0.5 h / -65 - -10 °C

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

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

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

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

6.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; cesium fluoride; HATU; trimethyl orthoformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 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

: 1089704-94-8
(S)-2-ethoxy-N-((2S,3R)-3-hydroxy-4-((S)-6-neopentyl-3,4-dihydrospiro[cyclobutane-1,2-pyrano[2,3-b]pyridine]-4-ylamino)-1-(3-(thiazol-2-yl)phenyl)butan-2-yl)propanamide

: 1089704-96-0
C₃₄H₄₆N₄O₄S

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: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h

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