N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester

Base Information

• Chemical Name: N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester
• CAS No.: 160410-55-9
• Molecular Formula: C₄₀H₃₇F₅N₂O₁₄
• Molecular Weight: 864.731

Synonyms:

Chemical Property of N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester

There total 4 articles about N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-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: 63.0%

Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester (86061-05-4) + 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate (160410-53-7) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester (160410-55-9)

Guidance literature:

In dichloromethane; for 16h; Ambient temperature;

Reference yield: 37.0%

Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester (86061-05-4) + 3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide (104655-87-0) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester (160410-55-9)

Guidance literature:

With 3 A molecular sieve; In dichloromethane; for 17h; Ambient temperature;

Reference yield:

O-tert-butyl-Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester (105751-13-1,244633-35-0) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester (160410-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / TFA / 0.5 h / Ambient temperature

2: 37 percent / AgOTf,molecular sieves (3 Angstroem) / CH₂Cl₂ / 17 h / Ambient temperature

With 3 A molecular sieve; trifluoroacetic acid; In dichloromethane;

upstream raw materials:

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

3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide

3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

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

Downstream raw materials:

O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester

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