(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

Base Information

Chemical Name:(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol
CAS No.:1227785-45-6
Molecular Formula:C₂₆H₃₇N₃O₂
Molecular Weight:423.599
Hs Code.:

Synonyms:(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

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Chemical Property of (2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

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Technology Process of (2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

There total 11 articles about (2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol 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:

: 939411-94-6
tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-4-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-1-phenylbutan-2-ylcarbamate

: 1227785-45-6
(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

Guidance literature:: tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-4-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-1-phenylbutan-2-ylcarbamate; With hydrogenchloride; In 1,4-dioxane; at 20 - 60 ℃;

With potassium carbonate; In 1,4-dioxane; water;

Reference yield:

: 1-(prop-2-en-1-yl)cyclobutanol

: 1227785-45-6
(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; tert-butyl alcohol / 2 h / 20 °C

2.2: 1 h / 20 °C

3.1: sodium periodate / tetrahydrofuran; water; tert-butyl alcohol / 1.5 h

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

5.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -78 - 0 °C

5.2: 0.5 h / -78 - -10 °C

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

7.1: hydrogenchloride / water; dichloromethane / 25 °C

8.1: trimethyl orthoformate / dichloromethane / 0.5 h / 20 °C

9.1: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

10.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; sodium tris(acetoxy)borohydride; copper(II) sulfate; 4-methylmorpholine N-oxide; triethylamine; cesium fluoride; trimethyl orthoformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol;
DOI:10.1021/ml3000148

Reference yield:

: C₃₇H₅₇N₃O₄Si

: 1227785-45-6
(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

2: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ml3000148