benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

Base Information

Chemical Name:benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate
CAS No.:1292309-29-5
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

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Chemical Property of benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

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Technology Process of benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

There total 9 articles about benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate 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: 90.0%

: 1292309-27-3
(R)-2-((4R,5R)-5-((benzyloxycarbonylamino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

: 1292309-29-5
benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.01.021

Reference yield:

: 321549-65-9
(4S,4'R,5R)-5-(azidomethyl)-2,2,2',2'-tetramethyl-4,4'-bis(1,3-dioxolane)

: 1292309-29-5
benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

2: sodium carbonate / dichloromethane / 0 - 20 °C

3: water; acetic acid / 20 °C

4: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

5: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; water; hydrogen; di(n-butyl)tin oxide; sodium carbonate; potassium carbonate; acetic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.01.021

Reference yield:

: 72551-02-1
2,3:4,5-Di-O-isopropylidene-1-O-methylsulfonyl-D-arabinitol

: 1292309-29-5
benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

3: sodium carbonate / dichloromethane / 0 - 20 °C

4: water; acetic acid / 20 °C

5: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

6: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

With sodium azide; palladium 10% on activated carbon; water; hydrogen; di(n-butyl)tin oxide; sodium carbonate; potassium carbonate; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2011.01.021