(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

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 bis-((S)-methoxycarbonyl-phenyl-methyl) ester
CAS No.:160823-59-6
Molecular Formula:C₄₀H₃₈O₁₃
Molecular Weight:726.734
Hs Code.:

(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

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 bis-((S)-methoxycarbonyl-phenyl-methyl) ester

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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 bis-((S)-methoxycarbonyl-phenyl-methyl) ester

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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 bis-((S)-methoxycarbonyl-phenyl-methyl) ester

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 bis-((S)-methoxycarbonyl-phenyl-methyl) ester 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:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo00108a021

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; In tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1021/jo00108a021

Reference yield:

: 134454-88-9
1-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-4,5-methylenedioxybenzocyclobuten-1-ol

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / toluene / 44 h / Heating

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

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; In toluene;
DOI:10.1021/jo00108a021