1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

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Chemical Name:1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol
CAS No.:236387-87-4
Molecular Formula:C₂₇H₃₅NO₁₀
Molecular Weight:533.576
Hs Code.:

Synonyms:1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

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Chemical Property of 1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

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Technology Process of 1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

There total 2 articles about 1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol 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: 82.0%

: 17680-04-5
(3,4-methylenedioxy)phenylmagnesium bromide

: (4S,5S)-5-((1R,2S)-1,2-Bis-methoxymethoxy-3-oxo-propyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

: 236387-87-4
1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

Guidance literature:: In tetrahydrofuran; at -78 - -10 ℃; for 3.5h;
DOI:10.1021/jo9902042

Reference yield:

: (3S,2R)-3-<(5S,4R)-5-<(1Z/E)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

: 236387-87-4
1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / NMO, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 82 percent / tetrahydrofuran / 3.5 h / -78 - -10 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9902042

Reference yield:

: 236387-87-4
1-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(3S,2R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-2,3-bis(methoxymethyl)propan-1-ol

: 3-(2H-benzo<3,4-d>-1,3-dioxolan-5-yl)-(1S,3S,6S,2R,4R,5R)-4,5,6-triacetyloxy-2-(phenylcarbonylamino)cyclohexyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: DMAP / 1,2-dichloro-ethane / 24 h / Heating

2: Bu₃SnH, AIBN / toluene / Heating

3: 1.) DMAP, pyridine, 2.) Na₂HPO₄, Na/Hg / 1.) CH₂Cl₂, room temperature, 43 h, 2.) EtOH, -5 deg C, 1 h

4: 50W-8X Dowex-H⁺ resin / methanol / 6.5 h / 65 °C

5: DMAP / pyridine / 2 h / Ambient temperature

With pyridine; dmap; disodium hydrogenphosphate; sodium amalgam; 2,2'-azobis(isobutyronitrile); 50W-8X Dowex-H⁺ resin; tri-n-butyl-tin hydride; In pyridine; methanol; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo9902042