(+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

Base Information

Chemical Name:(+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>
CAS No.:96290-99-2
Molecular Formula:C₂₃H₂₈O₄
Molecular Weight:368.473
Hs Code.:

Synonyms:(+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

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Chemical Property of (+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

Chemical Property:

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Technology Process of (+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

There total 2 articles about (+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene> 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: 99.0%

: 90744-27-7
(-)-(2R,1'S)-8-benzyloxy-2-(1'-hydroxyethyl)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol

: 77-76-9
2,2-dimethoxy-propane

: 96290-99-2
(+)-(4R,5S)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 1.5h;
DOI:10.1071/CH9850189

Reference yield: 99.0%

: 90744-27-7,96290-98-1,100992-84-5
(S)-8-Benzyloxy-2-((R)-1-hydroxy-ethyl)-5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-ol

: 77-76-9
2,2-dimethoxy-propane

: 96236-41-8,96290-99-2,101052-85-1
(+/-)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1071/CH9850189

Reference yield:

: 96236-41-8,96290-99-2,101052-85-1
(+/-)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

: 96249-69-3,96291-98-4
(+/-)-5-benzyloxy-8-ethoxy-2-(1'-hydroxyethyl)-1,2,3,4-tetrahydronaphthalen-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂, CH₃COOH / 10percent Pd/C / ethyl acetate / 48 h / 760 Torr / Ambient temperature

2: 93 percent / KOH / dimethylsulfoxide / 0.5 h

3: 78 percent / diphenylphosphine, butyllithium / tetrahydrofuran; hexane / 2 h / Heating

4: 1.) NaH / 1.) DMF, 20 deg C, 0.25 h, 2.) DMF, 2 h

5: 100 percent / Bio-Rad AG 50W-X₄ (H⁺) / methanol / 0.5 h / Heating

With potassium hydroxide; n-butyllithium; Bio-Rad AG 50W-X₄ (H⁺); hydrogen; sodium hydride; acetic acid; diphenylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1071/CH9850189