{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Base Information

Chemical Name:{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine
CAS No.:207515-74-0
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

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Chemical Property of {2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Chemical Property:

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Technology Process of {2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

There total 16 articles about {2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine 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:

: 207515-62-6
(1S,4R,4aS,8aR)-7-(2-Benzyloxy-ethyl)-4,4a,8,8a-tetrahydro-1H-1,4-methano-naphthalen-5-one

: 207515-74-0
{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Guidance literature:: Multi-step reaction with 17 steps

1: 1.) CuBr*SMe₂, Me₃SiCl, HMPA, 2.) acid / 1.) THF

2: diphenyl ether / 260 °C

3: DIBAL-H, CuI, HMPA / tetrahydrofuran

4: H₂ / 10percent Pd/C

5: imidazole / dimethylformamide

6: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

7: NaBH₄, CeCl₃*7H₂O

8: (CF₃CO₂)IPh

9: NaH / tetrahydrofuran

10: HClO₄, H₂O / tetrahydrofuran

11: 1,2-dichloro-benzene / 180 °C

12: 100 percent / TsOH / benzene

13: 94 percent / Bu₄NF / tetrahydrofuran

14: 94 percent / PPh₃, DIPAD / tetrahydrofuran

15: N₂H₄*H₂O / ethanol / Heating

16: Et₃N / CH₂Cl₂

17: LiAlH₄ / tetrahydrofuran / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; chloro-trimethyl-silane; perchloric acid; cerium(III) chloride; copper(I) bromide dimethylsulfide complex; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; hydrazine hydrate; diisopropyl (E)-azodicarboxylate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diphenylether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a

Reference yield:

: 207515-64-8
(R)-5-(2-Benzyloxy-ethyl)-5-(3,4-dimethoxy-phenyl)-cyclohex-2-enone

: 207515-74-0
{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Guidance literature:: Multi-step reaction with 15 steps

1: DIBAL-H, CuI, HMPA / tetrahydrofuran

2: H₂ / 10percent Pd/C

3: imidazole / dimethylformamide

4: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

5: NaBH₄, CeCl₃*7H₂O

6: (CF₃CO₂)IPh

7: NaH / tetrahydrofuran

8: HClO₄, H₂O / tetrahydrofuran

9: 1,2-dichloro-benzene / 180 °C

10: 100 percent / TsOH / benzene

11: 94 percent / Bu₄NF / tetrahydrofuran

12: 94 percent / PPh₃, DIPAD / tetrahydrofuran

13: N₂H₄*H₂O / ethanol / Heating

14: Et₃N / CH₂Cl₂

15: LiAlH₄ / tetrahydrofuran / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; perchloric acid; cerium(III) chloride; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; hydrazine hydrate; diisopropyl (E)-azodicarboxylate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a

Reference yield:

: (R)-3-(2-Benzyloxy-ethyl)-3-(3,4-dimethoxy-phenyl)-cyclohexanone

: 207515-74-0
{2-[(R)-8-(3,4-Dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-8-yl]-ethyl}-methyl-amine

Guidance literature:: Multi-step reaction with 14 steps

1: H₂ / 10percent Pd/C

2: imidazole / dimethylformamide

3: 70 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol

4: NaBH₄, CeCl₃*7H₂O

5: (CF₃CO₂)IPh

6: NaH / tetrahydrofuran

7: HClO₄, H₂O / tetrahydrofuran

8: 1,2-dichloro-benzene / 180 °C

9: 100 percent / TsOH / benzene

10: 94 percent / Bu₄NF / tetrahydrofuran

11: 94 percent / PPh₃, DIPAD / tetrahydrofuran

12: N₂H₄*H₂O / ethanol / Heating

13: Et₃N / CH₂Cl₂

14: LiAlH₄ / tetrahydrofuran / Heating

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; perchloric acid; cerium(III) chloride; (CF₃CO₂)IPh; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; hydrazine hydrate; diisopropyl (E)-azodicarboxylate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; tert-butyl alcohol; benzene;
DOI:10.1039/a709212a