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

Base Information

Chemical Name:O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-N-carboxy-L-serine anhydride
CAS No.:1332305-09-5
Molecular Formula:C₃₈H₃₁NO₁₃
Molecular Weight:709.663
Hs Code.:

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

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

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

There total 3 articles about O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-N-carboxy-L-serine anhydride 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: 80.0%

: 32315-10-9
bis(trichloromethyl) carbonate

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

: 1332305-09-5
O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-N-carboxy-L-serine anhydride

Guidance literature:: With Pinene; In tetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c1ob05056g

Reference yield:

: 853308-49-3
phthalimidyl-2,3,4,6-tetra-O-benzoyl-β-d-glucopyranoside

: 1332305-09-5
O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-N-carboxy-L-serine anhydride

Guidance literature:: Multi-step reaction with 3 steps

1: gold(III) tribromide / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / 20686.5 Torr / Inert atmosphere

3: Pinene / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

With gold(III) tribromide; Pinene; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1039/c1ob05056g

Reference yield:

: 1332305-10-8
benzyl N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serinate

: 1332305-09-5
O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-N-carboxy-L-serine anhydride

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / 20686.5 Torr / Inert atmosphere

2: Pinene / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

With Pinene; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1039/c1ob05056g