2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol

Base Information

Chemical Name:2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol
CAS No.:1442089-99-7
Molecular Formula:C₃₃H₄₅N₃O₅Si
Molecular Weight:591.823
Hs Code.:

Synonyms:2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol

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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 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol

Chemical Property:

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Technology Process of 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol

There total 11 articles about 2-C-azidomethyl-2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-Lribitol 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: 93.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1442089-98-6
2-C-azidomethyl-2,3,5-tri-O-benzyl-L-ribitol

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

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 5h; Molecular sieve;
DOI:10.1021/jo4005487

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1463870-08-7
C₂₃H₂₃F₃O₈S

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

Guidance literature:: Multi-step reaction with 5 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

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