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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

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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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate
CAS No.:1373756-52-5
Molecular Formula:C₄₂H₆₇N₃O₄Si₂
Molecular Weight:734.183
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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

Synonyms: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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

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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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

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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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

There total 10 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-(4-((trimethylsilyl)ethynyl)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: 93.0%

: 1373756-45-6
tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-1-(4-chlorophenyl)-4-((S)-6′-neopentyl-3′,4′-dihydrospiro[cyclobutane-1,2′-pyrano[2,3-b]pyridine]-4′-ylamino)butan-2-ylcarbamate

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 1373756-52-5
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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

Guidance literature:: tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-1-(4-chlorophenyl)-4-((S)-6′-neopentyl-3′,4′-dihydrospiro[cyclobutane-1,2′-pyrano[2,3-b]pyridine]-4′-ylamino)butan-2-ylcarbamate; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; for 0.25h; Inert atmosphere;

(trimethylsilylethynyl)tributyltin; In tetrahydrofuran; at 135 ℃; for 0.666667h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/jm300118s

Reference yield:

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

: 1373756-52-5
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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 6 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 / 2 h / 23 °C

6.1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 0.25 h / Inert atmosphere

6.2: 0.67 h / 135 °C / Inert atmosphere; Microwave irradiation

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; sodium tris(acetoxy)borohydride; copper(II) sulfate; cesium fluoride; XPhos; trimethyl orthoformate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm300118s

Reference yield:

: (R,E)-N-(2-(1-(tert-butyldimethylsilyloxy)cyclobutyl)ethylidene)-2-methylpropane-2-sulfinamide

: 1373756-52-5
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-(4-((trimethylsilyl)ethynyl)phenyl)-butan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 5 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 / 2 h / 23 °C

5.1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 0.25 h / Inert atmosphere

5.2: 0.67 h / 135 °C / Inert atmosphere; Microwave irradiation

With 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; sodium tris(acetoxy)borohydride; cesium fluoride; XPhos; trimethyl orthoformate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm300118s