(R)-(-)-O-methyljoubertiamine

Base Information

Chemical Name:(R)-(-)-O-methyljoubertiamine
CAS No.:77844-21-4
Molecular Formula:C₁₇H₂₃NO₂
Molecular Weight:273.375
Hs Code.:

Synonyms:(R)-(-)-O-methyljoubertiamine

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Chemical Property of (R)-(-)-O-methyljoubertiamine

Chemical Property:

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Technology Process of (R)-(-)-O-methyljoubertiamine

There total 21 articles about (R)-(-)-O-methyljoubertiamine 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: 66.0%

: (S)-2-(2-Dimethylamino-ethyl)-2-(4-methoxy-phenyl)-5-oxo-hexanal; hydrochloride

: 77844-21-4
(R)-(-)-O-methyljoubertiamine

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

: 238421-40-4
(5S)-4-hydroxy-3-(4-methoxyphenyl)-5-(2-propyl)-2(5H)-furanone

: 77844-21-4
(R)-(-)-O-methyljoubertiamine

Guidance literature:: Multi-step reaction with 16 steps

1.1: 90 percent / Et₃N / tetrahydrofuran / 24 h / 30 °C

2.1: p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

3.1: 98 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / Heating

4.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 20 °C

5.1: 89 percent / Pb(OAc)4 / benzene / 0.08 h / 20 °C

6.1: 94 percent / benzene / 18 h / Heating

7.1: hydrogen / 5 percent Pd/C / methanol / 2 h / 20 °C

8.1: KOH / methanol; H₂O / 2 h / 45 °C

9.1: diphenylphosphynyl azide; Et₃N / toluene

9.2: toluene / 1 h / 80 °C

9.3: 81 percent / toluene / 16 h / Heating

10.1: 85 percent / NaH (60 percent in oil) / dimethylformamide; benzene / 2 h / 20 °C

11.1: 90 percent / nBu₄NF / tetrahydrofuran / 3 h / 20 °C

12.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

13.1: 94 percent / p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

14.1: LiAlH₄ / tetrahydrofuran / 14 h / 20 °C

15.1: HCl (10 percent) / 8 h / 50 °C

16.1: 66 percent / NaOH (10 percent) / tetrahydrofuran / 3 h / 20 °C

With lead(IV) acetate; hydrogenchloride; dmap; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 1.1: Addition / 2.1: ketalization / 3.1: Reduction / 4.1: silylation / 5.1: Oxidation / 6.1: Wittig reaction / 7.1: Hydrogenation / 8.1: Hydrolysis / 9.1: Acylation / 9.2: Rearrangement / 9.3: Addition / 10.1: Alkylation / 11.1: desilylation / 12.1: Dehydrogenation / 13.1: acetalization / 14.1: Reduction / 15.1: Hydrolysis / 16.1: Hydrolysis;

Reference yield:

: 238421-61-9
(3R,5S)-3-(4-methoxyphenyl)-3-(3-oxobutyl)-5-(2-propyl)-2,4(3H,5H)-furadione

: 77844-21-4
(R)-(-)-O-methyljoubertiamine

Guidance literature:: Multi-step reaction with 15 steps

1.1: p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

2.1: 98 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / Heating

3.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 20 °C

4.1: 89 percent / Pb(OAc)4 / benzene / 0.08 h / 20 °C

5.1: 94 percent / benzene / 18 h / Heating

6.1: hydrogen / 5 percent Pd/C / methanol / 2 h / 20 °C

7.1: KOH / methanol; H₂O / 2 h / 45 °C

8.1: diphenylphosphynyl azide; Et₃N / toluene

8.2: toluene / 1 h / 80 °C

8.3: 81 percent / toluene / 16 h / Heating

9.1: 85 percent / NaH (60 percent in oil) / dimethylformamide; benzene / 2 h / 20 °C

10.1: 90 percent / nBu₄NF / tetrahydrofuran / 3 h / 20 °C

11.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

12.1: 94 percent / p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

13.1: LiAlH₄ / tetrahydrofuran / 14 h / 20 °C

14.1: HCl (10 percent) / 8 h / 50 °C

15.1: 66 percent / NaOH (10 percent) / tetrahydrofuran / 3 h / 20 °C

With lead(IV) acetate; hydrogenchloride; dmap; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 1.1: ketalization / 2.1: Reduction / 3.1: silylation / 4.1: Oxidation / 5.1: Wittig reaction / 6.1: Hydrogenation / 7.1: Hydrolysis / 8.1: Acylation / 8.2: Rearrangement / 8.3: Addition / 9.1: Alkylation / 10.1: desilylation / 11.1: Dehydrogenation / 12.1: acetalization / 13.1: Reduction / 14.1: Hydrolysis / 15.1: Hydrolysis;