3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one

Base Information

Chemical Name:3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one
CAS No.:6680-06-4
Molecular Formula:C20H22O9
Molecular Weight:406.38328
Hs Code.:
DSSTox Substance ID:DTXSID20985365
Mol file:6680-06-4.mol

Synonyms:olivin

Suppliers and Price of 3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one

Chemical Property:

Vapor Pressure:6.61E-22mmHg at 25°C
Boiling Point:722.4°C at 760 mmHg
Flash Point:257.7°C
PSA：164.75000
Density:1.562g/cm³
LogP:-0.00170
XLogP3:0.9
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:5
Exact Mass:406.12638228
Heavy Atom Count:29
Complexity:625

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C(C(=O)C(C1CC2=CC3=CC(=CC(=C3C(=C2C(=O)C1O)O)O)O)OC)O)O

Technology Process of 3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one

There total 28 articles about 3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-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: 95.0%

: 111436-99-8
3-<1'-<<1'(S),2'(R),3'(S),4'(R)>-3',4'--1'-methoxy-2'-oxopentyl>>-6,8,9-tris<(benzyloxy)methoxy>-1,2,3,4-tetrahydro-2-<(tert-butyldimethylsilyl)oxy>-1(2H)-anthracenone

: 6680-06-4,121423-38-9
(+) Olivin

Guidance literature:: With Dowex 50W-X₈ resin; In methanol; for 144h;
DOI:10.1021/ja00190a036

Reference yield: 90.0%

: 111436-99-8
(2S,3S)-6,8,9-Tris-benzyloxymethoxy-2-(tert-butyl-dimethyl-silanyloxy)-3-[(S)-1-methoxy-2-((2S,3R)-3-methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-2-oxo-ethyl]-3,4-dihydro-2H-anthracen-1-one

: 6680-06-4,121423-38-9
olivin

Guidance literature:: With Dowex 50W-X₈ H⁽¹⁺⁾ resin; In methanol; at 23 ℃; for 144h;
DOI:10.1021/ja00258a077

Reference yield:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 6680-06-4,121423-38-9
olivin

Guidance literature:: Multi-step reaction with 12 steps

1: NaH / dimethylformamide

2: LiAlH₄ / tetrahydrofuran

3: NBS / CHCl₃ / Heating

4: n-BuLi, sec-BuLi / tetrahydrofuran / -78 °C

5: 1.) LDA, 2.) CH₃SO₂Cl, Et₃N / 1.) THF, -78 degC

6: 1.) NaH, 2.) 9-BBN, 3.) H₂O₂, NaOH, 4.) (COCl)2 / 1.) DMF, 2.) THF, 4.) DMSO

7: 1.) KMnO₄, 5percent KH₂PO₄ / 1.) t-BuOH

8: 1.) KO-t-Bu, 2.) 0.4M NaOH / 1.) C₆H₆, 23 degC, 2.) aq. EtOH, reflux

9: 93 percent / Bu₄NF / tetrahydrofuran / 23 °C

10: 90 percent / (COCl)2, DMSO

11: 1.) Et₃N, 2.) mCPBA

12: 90 percent / Dowex 50W-X₈ H⁽¹⁺⁾ resin / methanol / 144 h / 23 °C

With sodium hydroxide; potassium permanganate; potassium dihydrogenphosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; Dowex 50W-X₈ H⁽¹⁺⁾ resin; potassium tert-butylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sec.-butyllithium; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00258a077