(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

Base Information

Chemical Name:(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene
CAS No.:639476-04-3
Molecular Formula:C₂₉H₃₉NO₅
Molecular Weight:481.632
Hs Code.:

(4R,5S,6R,7R,8R)-N<sup>4</sup>-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

Synonyms:(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

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Chemical Property of (4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

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Technology Process of (4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

There total 6 articles about (4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene 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: 56.0%

: 1730-25-2
allylmagnesium bromide

: Benzyl-[(S)-2-benzyloxy-2-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-eth-(E)-ylidene]-amine

: 639476-04-3
(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

Guidance literature:: In diethyl ether; at 0 - 25 ℃;
DOI:10.1021/ol0491890

Reference yield:

: 114743-85-0
methyl 3,4:5,6-di-O-isopropylidene-D-gluconate

: 639476-04-3
(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / Ag₂O / CH₂Cl₂

2: 87 percent / LiAlH₄ / tetrahydrofuran

3: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

4: MgSO₄ / tetrahydrofuran / 2 h / 20 °C

5: 1.31 g / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; magnesium sulfate; Dess-Martin periodane; silver(l) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo034679b

Reference yield:

: 212832-94-5
Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate

: 639476-04-3
(4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran

2: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

3: MgSO₄ / tetrahydrofuran / 2 h / 20 °C

4: 1.31 g / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; magnesium sulfate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo034679b