2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside
CAS No.:1314864-88-4
Molecular Formula:C₂₂H₂₉NO₁₀
Molecular Weight:467.473
Hs Code.:

Synonyms:2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

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Chemical Property of 2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

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Technology Process of 2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

There total 1 articles about 2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside 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: 55.0%

: 77987-49-6
benzyl 2-hydroxyethylcarbamate

: 169532-03-0
2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranosyl trichloroacetimidate

: 1314864-88-4
2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

Guidance literature:: benzyl 2-hydroxyethylcarbamate; 2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranosyl trichloroacetimidate; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/jo200340q

Reference yield:

: 1314864-88-4
2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

: C₁₆H₂₃NO₇

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h;
DOI:10.1021/jo200340q

Reference yield:

: 1314864-88-4
2-[(N-benzyloxycarbonyl)amino]ethyl 2,3,4-tri-O-acetyl-6-deoxy-β-D-galactopyranoside

: 1042430-64-7
2-[(N-benzyloxycarbonyl)amino]ethyl 4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium methylate / methanol / 1 h / 20 °C

2.1: thionyl chloride; triethylamine / tetrahydrofuran / 0 - 20 °C

3.1: silver(l) oxide / dichloromethane / 1 h / 20 °C

3.2: 20 °C

4.1: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 2 h / 0 °C

5.1: sodium azide / N,N-dimethyl-formamide / 2 h / 60 °C

5.2: 1 h / 20 °C

6.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / ethanol; dichloromethane / 1 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; thionyl chloride; sodium azide; nickel(II) chloride hexahydrate; ruthenium(III) trichloride hydrate; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo200340q