2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

Base Information

Chemical Name:2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone
CAS No.:951766-57-7
Molecular Formula:C₂₈H₃₂O₆SSi
Molecular Weight:524.71
Hs Code.:

Synonyms:2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

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Chemical Property of 2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

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Technology Process of 2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

There total 4 articles about 2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone 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: 71.0%

: 951766-55-5
2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribofuranose

: 951766-57-7
2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

Guidance literature:: With indium(III) triflate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0712143

Reference yield:

: 10437-39-5
methyl 2-deoxy-5-O-(p-toluenesulfonyl)-α,β-D-erythro-pentofuranoside

: 951766-57-7
2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / imidazole / dimethylformamide / 20 °C

2: 71 percent / 3-chloroperbenzoic acid; indium(III) trifluoromethanesulfonate / CH₂Cl₂ / 20 °C

With indium(III) triflate; 1H-imidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0712143

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 951766-57-7
2-deoxy-1-O-methyl-3-O-(tert-butyldiphenylsilyl)-5-O-(p-toluenesulfonyl)-D-ribonolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / pyridine

2: 85 percent / imidazole / dimethylformamide / 20 °C

3: 71 percent / 3-chloroperbenzoic acid; indium(III) trifluoromethanesulfonate / CH₂Cl₂ / 20 °C

With indium(III) triflate; pyridine; 1H-imidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0712143