(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

Base Information

Chemical Name:(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane
CAS No.:1447588-98-8
Molecular Formula:C₁₂H₁₄N₄O₄
Molecular Weight:278.268
Hs Code.:

Synonyms:(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

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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 (4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

Chemical Property:

Purity/Quality:

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Technology Process of (4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

There total 6 articles about (4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane 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:

: C₁₃H₁₇NO₇S

: 1447588-98-8
(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 10h;
DOI:10.1002/ejoc.201300408

Reference yield:

: 24393-59-7
(E)-ethyl 3-(2-nitrophenyl)acrylate

: 1447588-98-8
(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: potassium hexacyanoferrate(III); 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI); methanesulfonamide; potassium carbonate / tert-butyl alcohol; water / 12 h / 0 - 20 °C

2: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

3: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C

4: triethylamine / dichloromethane / 1 h / 0 - 20 °C

5: sodium azide / N,N-dimethyl-formamide / 10 h / 80 °C

With potassium osmate(VI); lithium borohydride; sodium azide; methanesulfonamide; potassium carbonate; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201300408

Reference yield:

: 552-89-6
2-nitro-benzaldehyde

: 1447588-98-8
(4R,5R)-4-(azidomethyl)-2,2-dimethyl-5-(2-nitrophenyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: potassium hexacyanoferrate(III); 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI); methanesulfonamide; potassium carbonate / tert-butyl alcohol; water / 12 h / 0 - 20 °C

3.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

4.1: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 10 h / 80 °C

With potassium osmate(VI); lithium borohydride; sodium azide; methanesulfonamide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.2: |Horner-Wadsworth-Emmons Olefination / 2.1: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201300408