N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

Base Information

Chemical Name:N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine
CAS No.:1332725-18-4
Molecular Formula:C₄₂H₅₉NO₈Si
Molecular Weight:734.018
Hs Code.:

N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

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Chemical Property of N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

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Technology Process of N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

There total 3 articles about N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine 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: 44.0%

: 72471-11-5
methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 146457-65-0
ethyl 4-O-trichloroacetimidoyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

: 1332725-17-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)amine

: 1332725-18-4
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

: 1332725-16-2
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-4-enopyranosid-2-yl)amine

: 1332725-19-5
C₄₃H₅₉NO₁₀Si

Guidance literature:: With triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ethriol phosphite; In acetonitrile; at 20 ℃; for 19h; Inert atmosphere;
DOI:10.3762/bjoc.7.128

Reference yield:

: 52471-76-8,23339-15-3,56196-33-9,63526-95-4
ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside

: 1332725-17-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)amine

: 1332725-18-4
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

: 1332725-16-2
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-4-enopyranosid-2-yl)amine

: 1332725-19-5
C₄₃H₅₉NO₁₀Si

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.58 h / Inert atmosphere

3: triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ethriol phosphite / acetonitrile / 19 h / 20 °C / Inert atmosphere

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ethriol phosphite; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3762/bjoc.7.128

Reference yield:

: 63976-48-7
ethyl 4,6-di-O-acetyl-2,3-dideoxy-α,β-D-threo-hex-2-enopyranoside

: 1332725-17-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)amine

: 1332725-18-4
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl) 2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)amine

: 1332725-16-2
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-4-enopyranosid-2-yl)amine

: 1332725-19-5
C₄₃H₅₉NO₁₀Si

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methylate / methanol / 14 h

2: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.58 h / Inert atmosphere

4: triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ethriol phosphite / acetonitrile / 19 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ethriol phosphite; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3762/bjoc.7.128