methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside
CAS No.:866885-28-1
Molecular Formula:C₅₂H₅₄O₁₀Si
Molecular Weight:867.08
Hs Code.:

Synonyms:methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

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Chemical Property of methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

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Technology Process of methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

There total 4 articles about methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 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: 66.0%

: 866885-23-6
methyl 3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 866885-28-1
methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1081/CAR-200067008

Reference yield:

: 866885-29-2
methyl 2-O-allyl-3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

: 866885-28-1
methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / sodium acetate; acetic acid; palladium(II) chloride / H₂O / 0.67 h / 80 °C

2: 66 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

With pyridine; sodium acetate; acetic acid; palladium dichloride; In dichloromethane; water;
DOI:10.1081/CAR-200067008

Reference yield:

: 866885-23-6
methyl 3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

: 866885-28-1
methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4-(dimethylamino)pyridine; 2-dimethylaminoisopropyl chloride hydrochloride / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 90 percent / CH₂Cl₂ / 15 h / 20 °C

2.1: 100 percent / hydrazine acetate / methanol; CH₂Cl₂ / 1.5 h / 20 °C

3.1: 66 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

With pyridine; dmap; (2-chloropropyl)dimethylamine hydrochloride; hydrazinium monoacetate; In methanol; dichloromethane;
DOI:10.1081/CAR-200067008