allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside
CAS No.:1403890-04-9
Molecular Formula:C₃₄H₄₈O₈Si
Molecular Weight:612.836
Hs Code.:

Synonyms:allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-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 allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

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Technology Process of allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

There total 5 articles about allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-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: 85.0%

: 1403890-03-8
allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-β-D-glucopyranoside

: 123-76-2
levulinic acid

: 1403890-04-9
allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2012.08.048

Reference yield:

: 125135-29-7
3,4,6-tri-O-benzyl-[1,2-O-(1-methoxyethylidene)]-α-D-glucopyranoside

: 1403890-04-9
allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl trifluoromethanesulfonate / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: zinc(II) chloride / acetic acid / 12 h / 20 °C

3.1: sodium methylate / methanol / 12 h / 50 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 0 - 20 °C / Inert atmosphere

5.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 °C

With 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; dicyclohexyl-carbodiimide; zinc(II) chloride; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.08.048

Reference yield:

: 88999-17-1
allyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 1403890-04-9
allyl 3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: zinc(II) chloride / acetic acid / 12 h / 20 °C

2: sodium methylate / methanol / 12 h / 50 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 0 - 20 °C / Inert atmosphere

4: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 °C

With 1H-imidazole; dmap; sodium methylate; dicyclohexyl-carbodiimide; zinc(II) chloride; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.08.048