(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

Base Information

Chemical Name:(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde
CAS No.:122900-89-4
Molecular Formula:C₂₂H₂₃N₃O₉
Molecular Weight:473.439
Hs Code.:

(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

Synonyms:(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

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Chemical Property of (2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

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Technology Process of (2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

There total 1 articles about (2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde 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: 95.0%

: 1723-72-4
2-(2,4-Dinitro-phenyl)-5-methoxy-isoquinolinium; chloride

: 80483-16-5
L-fucal

: 122900-89-4
(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

Guidance literature:: With calcium carbonate; In methanol; at 55 - 60 ℃; for 72h;
DOI:10.1021/ja00201a087

Reference yield:

: 122900-89-4
(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

: 122900-91-8
(3aR,4S,5aR,11R,11aS,11bS)-11-(2,4-Dinitro-phenylamino)-7-methoxy-2,2,4-trimethyl-3a,11,11a,11b-tetrahydro-4H,5aH-1,3,5-trioxa-cyclopenta[a]anthracen-6-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) p-TsOH, 4 Angstroem MS, 2.) Et₃N / 1.) acetone, 1 h, 0-25 deg C, 2.) CH₂Cl₂, 1 h, 0-25 deg C

2: 78 percent / RuCl₃, NaIO₄ / acetonitrile; CCl₄; H₂O / 0.5 h / 5 - 25 °C

With ruthenium trichloride; sodium periodate; 4 Angstroem MS; toluene-4-sulfonic acid; triethylamine; In tetrachloromethane; water; acetonitrile;
DOI:10.1021/ja00201a087

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 122900-89-4
(2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde

: 77-76-9
2,2-dimethoxy-propane

: 122900-90-7
{(3aR,4S,5aR,11R,11aR,11bS)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-meth-(E)-ylidene]-7-methoxy-2,2,4-trimethyl-3a,5a,6,11,11a,11b-hexahydro-4H-1,3,5-trioxa-cyclopenta[a]anthracen-11-yl}-(2,4-dinitro-phenyl)-amine

Guidance literature:: With 4 Angstroem MS; toluene-4-sulfonic acid; triethylamine; Yield given. Multistep reaction; 1.) acetone, 1 h, 0-25 deg C, 2.) CH₂Cl₂, 1 h, 0-25 deg C;
DOI:10.1021/ja00201a087