2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

Base Information

Chemical Name:2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol
CAS No.:1442090-00-7
Molecular Formula:C₃₄H₄₇N₃O₇SSi
Molecular Weight:669.915
Hs Code.:

Synonyms:2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

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Chemical Property of 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

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Technology Process of 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

There total 12 articles about 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol 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: 76.0%

: 1442089-99-7
2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol

: 124-63-0
methanesulfonyl chloride

: 1442090-00-7
2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1021/jo4005487

Reference yield:

: 100-39-0
benzyl bromide

: 1442090-00-7
2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3.5 h / -5 - 0 °C / Molecular sieve

2: sodium tetrahydroborate / ethanol / 3 h / 20 °C

3: 2,6-dimethylpyridine / dichloromethane / 5 h / -78 °C / Molecular sieve

4: pyridine; dmap / dichloromethane / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium hydride; In ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo4005487

Reference yield:

: 1463870-08-7
C₂₃H₂₃F₃O₈S

: 1442090-00-7
2-C-azidomethyl-2,3,5-tri-O-benzyl-1-tert-butyldimethylsilyl-4-Omethanesulfonyl-L-ribitol

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C

2: acetyl chloride / methanol / 18 h / Reflux

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3.5 h / -5 - 0 °C / Molecular sieve

4: sodium tetrahydroborate / ethanol / 3 h / 20 °C

5: 2,6-dimethylpyridine / dichloromethane / 5 h / -78 °C / Molecular sieve

6: pyridine; dmap / dichloromethane / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium azide; sodium hydride; acetyl chloride; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo4005487