(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

Base Information

Chemical Name:(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one
CAS No.:1396124-44-9
Molecular Formula:C₃₅H₅₂O₅
Molecular Weight:552.795
Hs Code.:

Synonyms:(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

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Chemical Property of (R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

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Technology Process of (R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

There total 4 articles about (R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one 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: 70.0%

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

: 117711-00-9
tridecylmagnesium bromide

: 1396124-44-9
(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

Guidance literature:: In tetrahydrofuran; at 10 - 15 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.carres.2012.06.005

Reference yield:

: 1396124-21-2
(R)-2-(benzyloxy)-2-((4S,5R)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

: 1396124-44-9
(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: 0 - 20 °C

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

With sodium tetrahydroborate; sodium periodate; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
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

: 1396124-44-9
(R)-1-(benzyloxy)-1-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl) pentadecane-2-one

Guidance literature:: Multi-step reaction with 5 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

With sodium tetrahydroborate; sodium periodate; zinc(II) nitrate hexahydrate; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2012.06.005