2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

Base Information

Chemical Name:2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate
CAS No.:1600528-72-0
Molecular Formula:C₄₆H₄₂O₄S
Molecular Weight:690.903
Hs Code.:

Synonyms:2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

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Chemical Property of 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

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Technology Process of 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

There total 1 articles about 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate 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: 92.0%

: 939-26-4
2-bromomethylnaphthyl bromide

: 628308-75-8
(2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol

: 1600528-72-0
2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1039/c3ob42503g

Reference yield: 60.0%

: 1600528-72-0
2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

: 1600528-79-7
2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-2,6-di-O-(2-naphthyl)methyl-1-β-D-glucopyranoside

: 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl-4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-2,6-di-O-(2-naphthylmethyl)-3-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside

Guidance literature:: 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate; With 4-morpholinecarboxaldehyde; In dichloromethane; at -10 - 20 ℃; Molecular sieve; Inert atmosphere;

2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-2,6-di-O-(2-naphthyl)methyl-1-β-D-glucopyranoside; With N-iodo-succinimide; TMSOTf; for 48h;
DOI:10.1039/c3ob42503g

Reference yield:

: 1600528-72-0
2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate

: 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-6-O-[2,3,4,6-tetra-(2-naphthyl)methyl-β-D-glucopyranosyl]-2-O-(2-naphthyl)methyl-β-D-glucopyranoside

: 1600528-71-9
(E)-2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl-4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-6-O-[2,3,4,6-tetra-(2-naphthyl)methyl-β-D-glucopyranosyl]-3-O-[2,3,4-tri-O-(2-naphthyl)methyl-α-L-rhamnopyranosyl]-2-O-(2-naphthyl)methyl-β-D-glucopyranoside

: 1600528-73-1
(Z)-2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl-4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-6-O-[2,3,4,6-tetra-(2-naphthyl)methyl-β-D-glucopyranosyl]-3-O-[2,3,4-tri-O-(2-naphthyl)methyl-α-L-rhamnopyranosyl]-2-O-(2-naphthyl)methyl-β-D-glucopyranoside

Guidance literature:: 2,3,4,6-tetra-O-(2-naphthyl)methyl-α-D-glucopyranosyl diphenylphosphate; With 4-morpholinecarboxaldehyde; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; TMSOTf; In dichloromethane; for 1.5h;

2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-ethyl4-O-[3,4-bis-(O-tert-butyldimethylsilyl)-caffeoyl]-6-O-[2,3,4,6-tetra-(2-naphthyl)methyl-β-D-glucopyranosyl]-2-O-(2-naphthyl)methyl-β-D-glucopyranoside; In dichloromethane; Overall yield = 60 %; Overall yield = 157 mg;
DOI:10.1039/c3ob42503g