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

Base Information

Chemical Name:tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-yl(methyl)carbamate
CAS No.:1255790-40-9
Molecular Formula:C₂₃H₃₁NO₅
Molecular Weight:401.503
Hs Code.:

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

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

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

There total 11 articles about tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-yl(methyl)carbamate 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: 95.0%

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

: 74-88-4
methyl iodide

: 1255790-40-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-yl(methyl)carbamate

Guidance literature:: With sodium hydride; In dfm; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: C₁₇H₂₁NO₃

: 1255790-40-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sodium hydride; In dichloromethane; dfm;
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

: 1255790-40-9
tert-butyl (2R,4R,5S,6R)-5-benzyloxy-2-(furan-2-yl)-6-methyltetrahydro-2H-pyran-4-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 4 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

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

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