(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane
CAS No.:1396124-50-7
Molecular Formula:C₃₅H₅₄O₄
Molecular Weight:538.811
Hs Code.:

Synonyms:(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

There total 5 articles about (4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-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:

: 1414047-02-1
C₃₉H₅₆N₂O₅S

: 1396124-50-7
(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃;
DOI:10.1016/j.carres.2012.06.005

Reference yield:

: 1396124-42-7
(R)-2-(benzyloxy)-2-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

: 1396124-50-7
(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 3 h / 10 - 15 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

3: toluene / 110 °C

4: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 80 °C

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; toluene; 3: |Barton-McCombie Deoxygenation / 4: |Barton-McCombie Deoxygenation;
DOI:10.1016/j.carres.2012.06.005

Reference yield:

: 1188522-27-1
1-morpholino-(2-O-benzyl-3,4:5,6-di-O-isopropylidene)-D-gluconamide

: 1396124-50-7
(4R,5R)-4-(benzyloxy)methyl-5-((S)-1-benzyloxy)pentadecyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc(II) nitrate hexahydrate / acetonitrile / 7 h / 50 °C

2.1: sodium hydrogencarbonate; sodium periodate / water; dichloromethane / 0 - 20 °C

3.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

4.2: 0 - 20 °C

5.1: tetrahydrofuran / 3 h / 10 - 15 °C / Inert atmosphere

6.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

7.1: toluene / 110 °C

8.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 80 °C

With sodium tetrahydroborate; sodium periodate; zinc(II) nitrate hexahydrate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 7.1: |Barton-McCombie Deoxygenation / 8.1: |Barton-McCombie Deoxygenation;
DOI:10.1016/j.carres.2012.06.005