2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone

Base Information

Chemical Name:2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone
CAS No.:1442089-82-8
Molecular Formula:C₂₇H₂₇N₃O₅
Molecular Weight:473.528
Hs Code.:

Synonyms:

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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-L-lyxono-1,4-lactone

Chemical Property:

Purity/Quality:

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Technology Process of 2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone

There total 8 articles about 2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone 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:

: 1442089-80-6
2-C-azidomethyl-L-lyxono-1,4-lactone

: 100-39-0
benzyl bromide

: 1442089-82-8
2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -5 - 0 ℃; for 4.5h; Molecular sieve;
DOI:10.1021/jo4005487

Reference yield:

: C₂₃H₂₃F₃O₈S

: 1442089-82-8
2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone

Guidance literature:: Multi-step reaction with 3 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 / 4.5 h / -5 - 0 °C / Molecular sieve

With sodium azide; sodium hydride; acetyl chloride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo4005487

Reference yield:

: 152006-17-2
2,3-O-isopropylidene-L-lyxono-1,4-lactone

: 1442089-82-8
2-C-azidomethyl-2,3,5-tri-O-benzyl-L-lyxono-1,4-lactone

Guidance literature:: Multi-step reaction with 8 steps

1: toluene / 1 h / Reflux

2: diisobutylaluminium hydride / toluene; dichloromethane / 1 h / -78 °C

3: potassium carbonate / water; methanol / 4 h / Reflux

4: iodine; potassium carbonate / tert-butyl alcohol / 1 h / Reflux

5: pyridine / dichloromethane / 1 h / -30 - -10 °C

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

7: acetyl chloride / methanol / 18 h / Reflux

8: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4.5 h / -5 - 0 °C / Molecular sieve

With pyridine; sodium azide; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetyl chloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol;
DOI:10.1021/jo4005487