(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

Base Information

Chemical Name:(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol
CAS No.:957774-22-0
Molecular Formula:C₃₂H₃₉NO₁₁
Molecular Weight:613.662
Hs Code.:

Synonyms:(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

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Chemical Property of (1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

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Technology Process of (1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

There total 14 articles about (1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol 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: 100.0%

: 957774-21-9
(1S)-1-[5-[4-(2-tert-butoxycarbonylaminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

: 957774-22-0
(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

Guidance literature:: (1S)-1-[5-[4-(2-tert-butoxycarbonylaminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol; With trifluoroacetic acid; In chloroform; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In water;

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 957774-22-0
(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 0.25 h / -78 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 1 h / 0 °C

3.1: hydrogenchloride / di-isopropyl ether; water; isopropyl alcohol / 2 h / 80 °C

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.55 h / 0 - 20 °C

5.1: hydrazine / methanol / 3 h / 60 °C

6.1: methanol / 0.25 h / 20 °C

7.1: triethylamine / chloroform / 0.5 h / 0 °C

8.1: hydrogen / palladium(II) hydroxide/carbon / methanol; ethyl acetate / 2.5 h / 20 °C

9.1: dmap / pyridine / 20 °C

10.1: trifluoroacetic acid / chloroform / 1.5 h / 20 °C

With hydrogenchloride; triethylsilane; dmap; n-butyllithium; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; hydrogen; triethylamine; triphenylphosphine; trifluoroacetic acid; hydrazine; palladium(II) hydroxide/carbon; In tetrahydrofuran; pyridine; methanol; hexane; chloroform; di-isopropyl ether; water; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

: 957774-03-7
2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-formyl-4-methylphenyl]-D-glucopyranose

: 957774-22-0
(1S)-1-[5-[4-(2-aminoethyl)benzyl]-2-acetoxy-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-acetyl-D-glucitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 °C

3.1: trifluoroacetic acid / 3 h / 20 °C

4.1: methanol / 0.25 h / 20 °C

5.1: triethylamine / chloroform / 0.5 h / 0 °C

6.1: hydrogen / palladium(II) hydroxide/carbon / methanol; ethyl acetate / 2.5 h / 20 °C

7.1: dmap / pyridine / 20 °C

8.1: trifluoroacetic acid / chloroform / 1.5 h / 20 °C

With triethylsilane; dmap; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; triethylamine; trifluoroacetic acid; palladium(II) hydroxide/carbon; In tetrahydrofuran; pyridine; methanol; hexane; chloroform; ethyl acetate; acetonitrile;