N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester

Base Information

• Chemical Name: N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester
• CAS No.: 585530-96-7
• Molecular Formula: C₆₂H₆₆F₅NO₃₀
• Molecular Weight: 1400.19

Synonyms:N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester

Chemical Property of N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester

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Technology Process of N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester

There total 2 articles about N^α-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester 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: 33.0%

Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester (86061-05-4) + acetyl (2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α/β-D-galactopyranoside (585530-92-3) → Nα-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester (585530-96-7)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1039/b301747h

Reference yield:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-galactopyranoside (585530-91-2) → Nα-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester (585530-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / BF₃*OEt₂ / toluene / 3 h / 0 °C

2: 33 percent / BF₃*OEt₂ / acetonitrile / 2 h / 20 °C

With boron trifluoride diethyl etherate; In toluene; acetonitrile;

DOI:10.1039/b301747h

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) + N-α-9-fluorenylmethoxycarbonyl-aspartic acid (136083-57-3,136083-73-3,119062-05-4) + Nα-(fluoren-9-ylmethoxycarbonyl)-3-O-(2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester (585530-96-7) → C86H127N15O43

Guidance literature:

Multistep reaction.;

DOI:10.1039/b301747h

upstream raw materials:

N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester

acetyl (2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α/β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl]-β-galactopyranoside

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