methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

Base Information

Chemical Name:methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside
CAS No.:785805-76-7
Molecular Formula:C₂₃H₂₅N₃O₇
Molecular Weight:455.467
Hs Code.:

Synonyms:methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

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Chemical Property of methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

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Technology Process of methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

There total 3 articles about methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside 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: 89.0%

: 785805-71-2
methyl 3-O-benzyl-4,6-O-benzylidene-2-C-trichloromethyl-α-D-glucoside

: 67-56-1
methanol

: 785805-76-7
methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

Guidance literature:: With sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1071/CH04015

Reference yield:

: 130983-50-5
methyl 3-O-benzyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose

: 785805-76-7
methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

Guidance literature:: Multi-step reaction with 2 steps

1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

2: sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; [18]crown-6 / 50 °C

With sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; 2: Corey-Link reaction;
DOI:10.1071/CH03214

Reference yield:

: 76419-48-2
methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

: 785805-76-7
methyl (2S)-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methoxycarbonyl-α-D-arabino-hexoside

Guidance literature:: Multi-step reaction with 3 steps

1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

2: sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; [18]crown-6 / 50 °C

With sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; 3: Corey-Link reaction;
DOI:10.1071/CH03214