benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

Base Information

Chemical Name:benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside
CAS No.:1309358-08-4
Molecular Formula:C₂₄H₃₇NO₈
Molecular Weight:467.56
Hs Code.:

Synonyms:benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

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Chemical Property of benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

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Technology Process of benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

There total 4 articles about benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside 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

: C₁₉H₂₉NO₆

: 1309358-08-4
benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ol200942g

Reference yield:

: benzyl(2'S,3'S)-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-nitromethyl-α-L-xylopyranoside

: 1309358-08-4
benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / 7 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 18.16 h / 0 - 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol200942g

Reference yield:

: C₂₁H₂₉NO₁₀

: 1309358-08-4
benzyl (2'S,3'S)-4-deoxy-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-(tert-butyloxycarbonyl)aminomethyl-β-D-arabinopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate / ethanol / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 18.16 h / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol200942g