METHYL (1S,2S)-1-(1,3-BENZODIOXOL-5-YL)-3-(2-HYDROXY-4-METHOXYPHENYL)-5-PROPOXYINDANE-2-CARBOXYLATE

Base Information

Chemical Name:METHYL (1S,2S)-1-(1,3-BENZODIOXOL-5-YL)-3-(2-HYDROXY-4-METHOXYPHENYL)-5-PROPOXYINDANE-2-CARBOXYLATE
CAS No.:167256-05-5
Molecular Formula:C28H28 O7
Molecular Weight:476.52
Hs Code.:
Mol file:167256-05-5.mol

Synonyms:1H-Indene-2-carboxylicacid,1-(1,3-benzodioxol-5-yl)-2,3-dihydro-3-(2-hydroxy-4-methoxyphenyl)-5-propoxy-,methyl ester, [1S-(1a,2a,3a)]-

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

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Chemical Property of METHYL (1S,2S)-1-(1,3-BENZODIOXOL-5-YL)-3-(2-HYDROXY-4-METHOXYPHENYL)-5-PROPOXYINDANE-2-CARBOXYLATE

Chemical Property:

PSA：83.45000
LogP:4.98490

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of METHYL (1S,2S)-1-(1,3-BENZODIOXOL-5-YL)-3-(2-HYDROXY-4-METHOXYPHENYL)-5-PROPOXYINDANE-2-CARBOXYLATE

There total 10 articles about METHYL (1S,2S)-1-(1,3-BENZODIOXOL-5-YL)-3-(2-HYDROXY-4-METHOXYPHENYL)-5-PROPOXYINDANE-2-CARBOXYLATE 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: 88.0%

: 167256-05-5
(+)Methyl-(1S,2S,3S)-3-(2-Hydroxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate

Guidance literature:

Reference yield: 75.0%

: 191106-49-7
(S)-1-Benzo[1,3]dioxol-5-yl-3-(2-benzyloxy-4-methoxy-phenyl)-5-propoxy-1H-indene-2-carboxylic acid methyl ester

: 167256-05-5
(+)Methyl-(1S,2S,3S)-3-(2-Hydroxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 60 ℃;
DOI:10.1021/ja973882j

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 167256-05-5
(+)Methyl-(1S,2S,3S)-3-(2-Hydroxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / NaOMe / ethanol / 3 h / 25 °C

2: 75 percent / PdCl₂, PPh₃, K₂CO₃ / dimethylformamide / 0.5 h / 110 °C

3: (R)-MeCBS, BH₃*THF / tetrahydrofuran / 1 h / -15 °C

4: DABCO / tetrahydrofuran / 23 h / 25 °C / other organic bases; also Pd catalysts; var. temp. and time

5: 85 percent / sodium tert-amylate / 25 °C

6: 82 percent / (FSO₂)2O, NaH / toluene / 0 °C

7: 75 percent / Pd(dppf)Cl₂, aq. K₂CO₃ / toluene / 70 °C

8: 75 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 60 °C

With 1,4-diaza-bicyclo[2.2.2]octane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; fluorosulfonyl anhydride; borane-THF; hydrogen; sodium methylate; sodium tert-pentoxide; sodium hydride; potassium carbonate; triphenylphosphine; palladium dichloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja973882j