tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

Base Information

Chemical Name:tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate
CAS No.:1330578-74-9
Molecular Formula:C₂₂H₂₉NO₅
Molecular Weight:387.476
Hs Code.:

Synonyms:tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

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Chemical Property of tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

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Technology Process of tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

There total 10 articles about tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₁₇H₂₁NO₃

: 1330578-74-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

Guidance literature:: In dichloromethane;
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

: 1330578-74-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

Guidance literature:: Multi-step reaction with 2 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

With lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: 1255790-37-4
(1R,3R,4S,5R)-3-azido-1-(furan-1'-yl)-tetrahydro-5-methyl-2H-pyran-4-ol

: 1330578-74-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

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

2.2: 0 °C

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

With lithium aluminium tetrahydride; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.05.117