5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

Base Information

Chemical Name:5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside
CAS No.:1603850-62-9
Molecular Formula:C₅₃H₆₆N₂O₂₅
Molecular Weight:1131.11
Hs Code.:

5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

Synonyms:5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

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Chemical Property of 5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

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Technology Process of 5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

There total 11 articles about 5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside 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: 97.0%

: 1603850-61-8
5-benzyloxycarbonylamino-1-pentyl(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→2)-[4,6-di-O-acetyl-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-galactopyranosyl]-(1→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

: 1603850-62-9
5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

Guidance literature:: With acetic acid; zinc; In dichloromethane; at 40 ℃; for 1h;
DOI:10.3390/molecules19010414

Reference yield:

: 1603850-44-7
ethyl [4,6-di-O-acetyl-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-galactopyranosyl]-(1→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-1-thio-β-D-glucopyranoside

: 1603850-62-9
5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: cyclopentyl methyl ether / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 5.5 h / -80 °C / Molecular sieve; Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

3.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

4.1: N-iodo-succinimide / 1 h / Inert atmosphere

4.2: 0.67 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

4.3: 30 h / 0 °C / Inert atmosphere

5.1: zinc; acetic acid / dichloromethane / 1 h / 40 °C

With pyridine; N-iodo-succinimide; cyclopentyl methyl ether; acetic acid; trifluoroacetic acid; zinc; In dichloromethane;
DOI:10.3390/molecules19010414

Reference yield:

: 1603850-36-7
ethyl (4,6-di-O-acetyl-β-D-galactopyranosyl)-(1→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-1-thio-β-D-glucopyranoside

: 1603850-62-9
5-benzyloxycarbonylamino-1-pentyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1→?2)-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1?→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: dibutyltin chloride / acetone / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.33 h / 20 °C / Inert atmosphere

2.1: cyclopentyl methyl ether / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 5.5 h / -80 °C / Molecular sieve; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

4.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

5.1: N-iodo-succinimide / 1 h / Inert atmosphere

5.2: 0.67 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

5.3: 30 h / 0 °C / Inert atmosphere

6.1: zinc; acetic acid / dichloromethane / 1 h / 40 °C

With pyridine; N-iodo-succinimide; cyclopentyl methyl ether; dibutyltin chloride; acetic acid; trifluoroacetic acid; zinc; In dichloromethane; acetone;
DOI:10.3390/molecules19010414