N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

Base Information

Chemical Name:N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine
CAS No.:300362-76-9
Molecular Formula:C₃₀H₃₅NO₁₃
Molecular Weight:617.607
Hs Code.:

Synonyms:N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

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Chemical Property of N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

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Technology Process of N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

There total 3 articles about N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine 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: 18.0%

: 37034-22-3
N-benzyloxycarbonyl-3,4-dihydroxyphenylethylamine

: 604-69-3
β-D-glucose pentaacetate

: 300362-77-0
N-benzyloxycarbonyl-3,4-dihydroxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

: 300362-76-9
N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0008-6215(00)00073-2

Reference yield:

: 62-31-7
dopamine hydrochloride

: 300362-76-9
N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Et₃N / methanol / 2 h / 20 °C

2: 18 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In methanol; dichloromethane; 1: Acylation / 2: Condensation;
DOI:10.1016/S0008-6215(00)00073-2

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 300362-76-9
N-benzyloxycarbonyl-3,4-dihydroxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylethylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Et₃N / methanol / 2 h / 20 °C

2: 18 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In methanol; dichloromethane; 1: Acylation / 2: Condensation;
DOI:10.1016/S0008-6215(00)00073-2