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

Base Information

Chemical Name:methyl 2-O-allyl-3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside
CAS No.:866885-29-2
Molecular Formula:C₄₀H₄₈O₈Si
Molecular Weight:684.902
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 17 articles about methyl 2-O-allyl-3,4-di-O-benzyl-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: 58.0%

: 866885-21-4
2-[dimethyl(2-naphthylmethyl)silyl]ethyl chloroformate

: 331281-66-4
Methyl 2-O-allyl-3,4-di-O-benzyl-β-D-glucopyranoside

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

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1081/CAR-200067008

Reference yield: 24.0%

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

: 51479-73-3
allyl trichloroacetimidate

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

Guidance literature:: With trifluorormethanesulfonic acid; In hexane; dichloromethane; at 20 ℃; for 15h;
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

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

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

2: 95 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

3: 24 percent / trifluoromethanesulfonic acid / CH₂Cl₂; hexane / 15 h / 20 °C

With piperidine; pyridine; trifluorormethanesulfonic acid; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-200067008