tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

Base Information

Chemical Name:tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate
CAS No.:1255790-41-0
Molecular Formula:C₂₇H₄₁NO₆Si
Molecular Weight:503.711
Hs Code.:

Synonyms:tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

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Chemical Property of tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

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Technology Process of tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

There total 14 articles about tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate 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:

: C₃₅H₅₄BNO₅Si

: 1255790-41-0
tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: With water; dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ja107926f

Reference yield:

: 1330578-73-8
(2R,4R,5S,6R)-4-azido-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran

: 1255790-41-0
tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

1.2: 0 °C

2.1: dichloromethane / 18 h / 20 °C / Inert atmosphere

3.1: sodium hydride / dfm / 1 h / 20 °C / Inert atmosphere

4.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 2.5 h / -78 - -50 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

6.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0 - 20 °C

With lithium aluminium tetrahydride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; dfm; water;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: C₁₇H₂₁NO₃

: 1255790-41-0
tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: sodium hydride / dfm / 1 h / 20 °C / Inert atmosphere

3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 2.5 h / -78 - -50 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0 - 20 °C

With dihydrogen peroxide; sec.-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; dichloromethane; cyclohexane; dfm; water;
DOI:10.1016/j.tet.2011.05.117