benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

Base Information

Chemical Name:benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate
CAS No.:1393571-24-8
Molecular Formula:C₂₁H₂₉NO₆
Molecular Weight:391.464
Hs Code.:

Synonyms:benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

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Chemical Property of benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

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Technology Process of benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

There total 4 articles about benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-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:

: C₁₃H₂₃NO₄

: 501-53-1,94274-21-2
benzyl chloroformate

: 1393571-24-8
benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

: 1393571-23-7
(6S)-6-((R)-1,4-dioxaspiro[4.5]decan-2-yl)-3,3a,4,6-tetrahydrofuro[3,4-c]isoxazole

: 1393571-24-8
benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 6.25 h / 0 - 20 °C

1.2: 0 °C

2.1: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C

With lithium aluminium tetrahydride; sodium hydrogencarbonate; In diethyl ether; water; ethyl acetate;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

: 1393571-19-1
2-nitro-1-((R)-1,4-dioxaspiro[4.5]decan-2-yl)ethanol

: 1393571-24-8
benzyl (2S,3R,4R)-4-(hydroxymethyl)-2-((R)-1,4-dioxaspiro[4.5]decan-2 yl)tetrahydrofuran-3-ylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.75 h / -30 °C

2.1: sodium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: phenyl isocyanate; triethylamine / benzene / 72 h / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / diethyl ether / 6.25 h / 0 - 20 °C

4.2: 0 °C

5.1: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C

With lithium aluminium tetrahydride; sodium hydride; sodium hydrogencarbonate; phenyl isocyanate; methanesulfonyl chloride; triethylamine; In diethyl ether; dichloromethane; water; ethyl acetate; benzene; 2.1: Michael addition;
DOI:10.1016/j.tetlet.2012.05.126