(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

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Chemical Name:(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime
CAS No.:165674-19-1
Molecular Formula:C₂₆H₂₇NO₁₀
Molecular Weight:513.501
Hs Code.:

(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

Synonyms:(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

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Chemical Property of (4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

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Technology Process of (4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

There total 15 articles about (4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime 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: 60.0%

: 6-{(2S,3S)-3-[(4S,5S)-5-(Benzyloxyimino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-3-methoxymethoxy-propionyl}-benzo[1,3]dioxole-5-carbaldehyde

: 165674-19-1
(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

Guidance literature:: With Dess-Martin periodane;
DOI:10.1021/ja00132a047

Reference yield:

: 165674-18-0
6-((2S,3R)-3-<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoyl)-2H-benzo-1,3-dioxolane-5-carbaldehyde

: 165674-19-1
(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

Guidance literature:: Multi-step reaction with 2 steps

1: HF*pyridine / tetrahydrofuran; pyridine / 24 h / Ambient temperature

2: Dess-Martin reagent / CH₂Cl₂ / 3 h / Ambient temperature

With Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9902042

Reference yield:

: 23843-32-5
2,3-Isopropylidene-D-gulono-γ-lactone

: 165674-19-1
(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole

2: DIBAL / -78 °C

4: DIEA

5: HF, Py

6: TPAP, NMO

7: NaClO₂, KH₂PO₄

8: Ph₃P, DEAD

9: 1.) n-BuLi, 2.) TPAP

10: HF, pyridine

11: 60 percent / Dess-Martin reagent

With pyridine; 1H-imidazole; sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
DOI:10.1021/ja00132a047