3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-

Base Information

Chemical Name:3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-
CAS No.:874947-18-9
Molecular Formula:C29H53NO5Si2
Molecular Weight:551.915
Hs Code.:

3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol,
5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil
yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-

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Suppliers and Price of 3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-

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Chemical Property of 3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-

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Technology Process of 3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)-

There total 4 articles about 3,8-Dioxa-7-azabicyclo[4.3.1]decan-10-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,2-dimethyl-7-(phenylmethyl)-, (1S,4S,5S,6R,10S)- 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%

: 870461-27-1
(1R,4R,5R,6S)-7-benzyl-5-(tert-butyldimethylsilyloxy)-4-(tert-butyldimethylsilyloxy)methyl-2,2-dimethyl-3,8-dioxa-7-aza-bicyclo[4.3.1]decan-10-one

: 874947-18-9
(1S,4R,5R,6S,10S)-7-benzyl-5-(tert-butyldimethylsilyloxy)-4-(tert-butyldimethylsilyloxy)methyl-2,2-dimethyl-3,8-dioxa-7-aza-bicyclo[4.3.1]decan-10-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 4h;
DOI:10.1002/anie.200501127

Reference yield:

: C₂₀H₃₃NO₄Si

: 874947-18-9
(1S,4R,5R,6S,10S)-7-benzyl-5-(tert-butyldimethylsilyloxy)-4-(tert-butyldimethylsilyloxy)methyl-2,2-dimethyl-3,8-dioxa-7-aza-bicyclo[4.3.1]decan-10-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / tetrahydrofuran / 2 h / -78 °C

2: 55 percent / SnCl₄ / acetonitrile / 6 h / -30 - 20 °C

3: 97 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

4: 93 percent / NaBH₄ / ethanol / 4 h / 0 °C

With sodium tetrahydroborate; tin(IV) chloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200501127

Reference yield:

: 870461-36-2
(1R,4R,5R,6S)-7-benzyl-5-(tert-butyldimethylsilyloxy)-4-hydroxymethyl-2,2-dimethyl-3,8-dioxa-7-aza-bicyclo[4.3.1]decan-10-one

: 874947-18-9
(1S,4R,5R,6S,10S)-7-benzyl-5-(tert-butyldimethylsilyloxy)-4-(tert-butyldimethylsilyloxy)methyl-2,2-dimethyl-3,8-dioxa-7-aza-bicyclo[4.3.1]decan-10-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

2: 93 percent / NaBH₄ / ethanol / 4 h / 0 °C

With sodium tetrahydroborate; triethylamine; In ethanol; dichloromethane;
DOI:10.1002/anie.200501127