benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

Base Information

Chemical Name:benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside
CAS No.:115983-64-7
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

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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 benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

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Technology Process of benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

There total 6 articles about benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside 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: 80.0%

: 2999-74-8
dimethylmagnesium

: 115983-57-8
benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-lyxopyranoside

: 115983-65-8
benzyl 2-deoxy-2-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-xylonopyranoside

: 115983-64-7
benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

Guidance literature:: In diethyl ether; for 69h; Title compound not separated from byproducts; Heating;
DOI:10.1021/jo00254a023

Reference yield: 56.0%

: 75-24-1
trimethylaluminum

: 115983-57-8
benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-lyxopyranoside

: 115983-65-8
benzyl 2-deoxy-2-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-xylonopyranoside

: 115983-64-7
benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

Guidance literature:: In hexane; for 24h; Title compound not separated from byproducts; Heating;
DOI:10.1021/jo00254a023

Reference yield:

: 65359-87-7
benzyl 2,3-anhydro-β-L-ribopyranoside

: 115983-64-7
benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / pyridine / CH₂Cl₂

2: 89 percent / H₂O / 0.75 h / Ambient temperature

3: aq. NaOH / dimethylformamide / 1 h / Ambient temperature

4: 93 percent / imidazole / dimethylformamide / 0.83 h / 35 °C

5: 54 percent / hexane / 24 h / Heating

With pyridine; 1H-imidazole; sodium hydroxide; water; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00254a023