(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

Base Information

Chemical Name:(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid
CAS No.:160823-61-0
Molecular Formula:C₂₂H₂₂O₉
Molecular Weight:430.411
Hs Code.:

Synonyms:(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

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Chemical Property of (5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

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Technology Process of (5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

There total 6 articles about (5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid 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:

: 160823-59-6
(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester

: 160823-61-0
(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 89h; under 760 Torr; Yield given; Ambient temperature;
DOI:10.1021/jo00108a021

Reference yield:

: 68415-05-4
α-(3,4,5-trimethoxyphenyl)-α-morpholinoacetonitrile

: 160823-61-0
(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, 2.) 10percent aq. HCl / 1.) DMF, 70 deg C, 1 h, 2.) 61 deg C, 16 h

2: 71 percent / n-BuLi / tetrahydrofuran; hexane / 0.03 h / -80 °C

3: 58 percent / toluene / 44 h / Heating

4: BF₃*Et₂O, LiAlH₄ / 1.) CH₂Cl₂, -20 deg C, 2.) ether, -55 deg C

5: H₂ / 5percent Pd/C / methanol; acetic acid / 89 h / 760 Torr / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; acetic acid; toluene;
DOI:10.1021/jo00108a021

Reference yield:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 160823-61-0
(5R,6R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / conc. aq. HCl / methanol / 116 h / Ambient temperature

2: 1.) NaH, 2.) 10percent aq. HCl / 1.) DMF, 70 deg C, 1 h, 2.) 61 deg C, 16 h

3: 71 percent / n-BuLi / tetrahydrofuran; hexane / 0.03 h / -80 °C

4: 58 percent / toluene / 44 h / Heating

5: BF₃*Et₂O, LiAlH₄ / 1.) CH₂Cl₂, -20 deg C, 2.) ether, -55 deg C

6: H₂ / 5percent Pd/C / methanol; acetic acid / 89 h / 760 Torr / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; acetic acid; toluene;
DOI:10.1021/jo00108a021