N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester

Base Information

• Chemical Name: N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester
• CAS No.: 118358-37-5
• Molecular Formula: C₃₉H₄₁NO₁₄
• Molecular Weight: 747.753

Synonyms:N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester

Chemical Property of N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester

There total 11 articles about N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl 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: 93.0%

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) + β-D-glucose pentaacetate (604-69-3) → N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester (118358-37-5)

Guidance literature:

With indium(III) bromide; In dichloromethane; toluene; at 80 ℃; for 0.0833333h;

DOI:10.1016/j.carres.2012.01.008

Reference yield: 61.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) → N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester (118358-37-5)

Guidance literature:

With iron(III) chloride; In toluene; for 0.133333h; microwave irradiation;

DOI:10.1016/j.carres.2004.12.014

Reference yield: 60.0%

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) + O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) → N-9-fluorenylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine benzyl ester (118358-37-5)

Guidance literature:

With perchloric acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jo051390g

upstream raw materials:

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-glucose pentaacetate

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

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