Carbamic acid, [(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl- 4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl- 4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester
CAS No.:359455-05-3
Molecular Formula:C24H37NO7Si
Molecular Weight:479.646
Hs Code.:
Mol file:359455-05-3.mol

Carbamic acid,
[(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl-
4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester

Synonyms:

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Chemical Property of Carbamic acid, [(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl- 4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester

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Safty Information:

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Useful:

Technology Process of Carbamic acid, [(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl- 4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester

There total 5 articles about Carbamic acid, [(1S,2S)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-(2,2-dimethyl- 4-oxo-4H-1,3-dioxin-6-yl)-2-hydroxypropyl]-, phenylmethyl ester 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: 60.0%

: 130573-43-2
(2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane

: 154161-01-0
[(2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 359455-05-3
[(1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester

: [1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester

Guidance literature:: Eu(fod)3; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(01)00753-5

Reference yield: 47.0%

: 130573-43-2
(2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane

: 154161-01-0
[(2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 359455-05-3
[(1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester

Guidance literature:: With Eu(fod)3; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol048068x

Reference yield:

: 154161-05-4
L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

: 359455-05-3
[(1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester

: [1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; lithium borohydride / tetrahydrofuran; diethyl ether / 3 h / Reflux

2: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 1 h / 0 °C

3: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / dichloromethane / 24 h / 0 - 20 °C

With methanol; lithium borohydride; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2: |Parikh-Doering Oxidation / 3: |Aldol Addition;
DOI:10.1021/jacs.1c09616