(2S)-5-Methoxyflavan-7-ol

Base Information

Chemical Name:(2S)-5-Methoxyflavan-7-ol
CAS No.:35290-20-1
Molecular Formula:C₁₆H₁₆O₃
Molecular Weight:256.301
Hs Code.:
UNII:6TGX2B7YLF
DSSTox Substance ID:DTXSID501236413
Metabolomics Workbench ID:22088
Wikidata:Q105275913

Synonyms:(2S)-5-Methoxyflavan-7-ol;7-Hydroxy-5-methoxyflavan;35290-20-1;(2S)-3,4-Dihydro-5-methoxy-2-phenyl-2H-1-benzopyran-7-ol;(2S)-5-Methoxy flavan-7-ol;(2S)-5-Methoxy-7-flavanol;6TGX2B7YLF;DTXSID501236413;HY-N10817;LMPK12020258;CS-0636656;(2S)-5-methoxy-2-phenyl-3,4-dihydro-2H-chromen-7-ol;5-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-ol, (2S)-;2H-1-Benzopyran-7-ol, 3,4-dihydro-5-methoxy-2-phenyl-, (2S)-;2H-1-Benzopyran-7-ol, 3,4-dihydro-5-methoxy-2-phenyl-, (S)-

Suppliers and Price of (2S)-5-Methoxyflavan-7-ol

Supply Marketing:

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

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of (2S)-5-Methoxyflavan-7-ol

Chemical Property:

XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:256.109944368
Heavy Atom Count:19
Complexity:288

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC(=CC2=C1CCC(O2)C3=CC=CC=C3)O
Isomeric SMILES:COC1=CC(=CC2=C1CC[C@H](O2)C3=CC=CC=C3)O

Technology Process of (2S)-5-Methoxyflavan-7-ol

There total 9 articles about (2S)-5-Methoxyflavan-7-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: 85.0%

: C₁₆H₁₈O₄

: 35290-20-1
(2S)-7-hydroxy-5-methoxyflavan

Guidance literature:: C₁₆H₁₈O₄; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With di-isopropyl azodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.orglett.8b00315

Reference yield: 82.0%

: C₂₂H₃₀O₃Si

: (2R)-5-methoxy flavan-7-ol

: 35290-20-1
(2S)-7-hydroxy-5-methoxyflavan

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; acetonitrile; at 20 ℃; for 20h;
DOI:10.1002/anie.201705390

Reference yield:

: 2,4-diacetoxy-6-methoxy-benzaldehyde

: 35290-20-1
(2S)-7-hydroxy-5-methoxyflavan

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

3.1: B-chlorodiisopinocampheylborane / tetrahydrofuran / 24 h / -20 - -10 °C / Inert atmosphere

4.1: sodium methylate / methanol / 0.08 h / 20 °C / Inert atmosphere

5.1: triphenylphosphine / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium methylate; triphenylphosphine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; methanol; ethyl acetate; toluene; 1.1: |Wittig Olefination / 5.1: |Mitsunobu Displacement / 5.2: |Mitsunobu Displacement;
DOI:10.1021/acs.orglett.8b00315