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

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serine
CAS No.:145784-97-0
Molecular Formula:C₅₂H₄₃NO₁₄
Molecular Weight:905.912
Hs Code.:

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

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

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

There total 4 articles about N-(9-fluorenylmethoxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serine 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: 95.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1053271-25-2
per-O-benzoylated-β-D-glucose-L-serine

: 145784-97-0
N-(9-fluorenylmethoxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serine

Guidance literature:: In 1,4-dioxane; at 20 ℃; for 1h; pH=8.5;
DOI:10.1021/jo005712m

Reference yield:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 145784-97-0
N-(9-fluorenylmethoxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serine

Guidance literature:: Multi-step reaction with 3 steps

1: 61.5 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 14 h / 0 °C

2: H₂ / Pd/C / methanol / 2 h

3: 95 percent / dioxane / 1 h / 20 °C / pH 8.5

With 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; 1: Koenigs-Knorr reaction;
DOI:10.1021/jo005712m

Reference yield:

: 2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3
1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside

: 145784-97-0
N-(9-fluorenylmethoxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serine

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / HBr / CH₂Cl₂; acetic acid / 0 - 20 °C

2: 61.5 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 14 h / 0 °C

3: H₂ / Pd/C / methanol / 2 h

4: 95 percent / dioxane / 1 h / 20 °C / pH 8.5

With 4 A molecular sieve; hydrogen bromide; hydrogen; silver trifluoromethanesulfonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; acetic acid; 2: Koenigs-Knorr reaction;
DOI:10.1021/jo005712m