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

Base Information

Chemical Name:3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-D-glucal
CAS No.:866885-22-5
Molecular Formula:C₃₆H₄₀O₆Si
Molecular Weight:596.795
Hs Code.:

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

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

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

There total 4 articles about 3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-D-glucal 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: 98.0%

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

: 58871-10-6
3,4-di-O-benzyl-D-glucal

: 866885-22-5
3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-D-glucal

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

Reference yield:

: 866885-19-0
dimethyl(2-naphthylmethyl)vinylsilane

: 866885-22-5
3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-D-glucal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 1 h / 20 °C

1.2: 58 percent / hydrogen peroxide; sodium hydroxide / ethanol; H₂O / 1 h / Heating

2.1: 63 percent / diethyl ether; toluene / 2.5 h / -15 - 20 °C

3.1: 98 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

With dmap; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1081/CAR-200067008

Reference yield:

: 866885-20-3
2-[dimethyl(2-naphthylmethyl)silyl]ethanol

: 866885-22-5
3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-D-glucal

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / diethyl ether; toluene / 2.5 h / -15 - 20 °C

2: 98 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

With dmap; In diethyl ether; dichloromethane; toluene;
DOI:10.1081/CAR-200067008