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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

Base Information

Chemical Name: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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate
CAS No.:1373756-56-9
Molecular Formula:C₄₀H₆₀N₄O₄SSi
Molecular Weight:721.092
Hs Code.:

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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

There total 12 articles about 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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate 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:

: 939411-93-5
(S)-6′-neopentyl-3′,4′-dihydrospiro-[cyclobutane-1,2′-pyrano[2,3-b]pyridin]-4′-amine

: C₂₄H₃₆N₂O₄SSi

: 1373756-56-9
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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

Guidance literature:: With sodium tris(acetoxy)borohydride; trimethyl orthoformate; In dichloromethane; at 23 ℃; for 5h;
DOI:10.1021/jm300118s

Reference yield:

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

: 1373756-56-9
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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 5 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

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; copper(II) sulfate; cesium fluoride; trimethyl orthoformate; In tetrahydrofuran; 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

: 1373756-56-9
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-(3-(thiazol-2-yl)phenyl)butan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; sodium tris(acetoxy)borohydride; cesium fluoride; trimethyl orthoformate; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm300118s