(+)-O-methyljoubertiamine

Base Information

Chemical Name:(+)-O-methyljoubertiamine
CAS No.:122211-69-2
Molecular Formula:C₁₇H₂₃NO₂
Molecular Weight:273.375
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-O-methyljoubertiamine

Chemical Property:

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Technology Process of (+)-O-methyljoubertiamine

There total 9 articles about (+)-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:

: 122172-27-4
(S)-2-(4-methoxyphenyl)-2-<2-(1,3-dithiolanyl)>-4-<2-(2-methyl-1,3-dithiolanyl)>butanal

: 122211-69-2
(+)-O-methyljoubertiamine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) phenyllithium / 1.) ether, 0 deg C, 2.) 0 deg C, 1 h

2: 1.) 10percent HCl, 2.) concd HCl / diethyl ether / 15 h

3: 89 percent / NaBH₄ / methanol / 0.08 h / 0 °C

4: 1.) NaH, 2.) TBAI / 1.) DME, 2a.) room temp. to 80 deg C, 2b.) room temp., 10 h

5: 1.) HgO, BF₃*Et₂O, 2.) p-toluenesulfonic acid / 1.) THF, H₂O, 70 min, 2.) reflux, 4 h

6: 1.) NaI, Me₃SiCl / 1.) CH₃CN, room temp., 1.75 h, 2.) H₂O, 30 min

With hydrogenchloride; sodium tetrahydroborate; chloro-trimethyl-silane; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; phenyllithium; sodium iodide; mercury(II) oxide; In methanol; diethyl ether;
DOI:10.1021/jo00277a017

Reference yield:

: 122172-26-3
(S)-2-(4-methoxyphenyl)-2-<2-(1,3-dithiolanyl)>-4-<2-(2-methyl-1,3-dithiolanyl)>butan-1-ol

: 122211-69-2
(+)-O-methyljoubertiamine

Guidance literature:: Multi-step reaction with 7 steps

1: 68 percent / pyridinium dichromate, sodium acetate / CH₂Cl₂ / 6 h / 0 °C

2: 1.) phenyllithium / 1.) ether, 0 deg C, 2.) 0 deg C, 1 h

3: 1.) 10percent HCl, 2.) concd HCl / diethyl ether / 15 h

4: 89 percent / NaBH₄ / methanol / 0.08 h / 0 °C

5: 1.) NaH, 2.) TBAI / 1.) DME, 2a.) room temp. to 80 deg C, 2b.) room temp., 10 h

6: 1.) HgO, BF₃*Et₂O, 2.) p-toluenesulfonic acid / 1.) THF, H₂O, 70 min, 2.) reflux, 4 h

7: 1.) NaI, Me₃SiCl / 1.) CH₃CN, room temp., 1.75 h, 2.) H₂O, 30 min

With hydrogenchloride; sodium tetrahydroborate; dipyridinium dichromate; chloro-trimethyl-silane; boron trifluoride diethyl etherate; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; phenyllithium; sodium iodide; mercury(II) oxide; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00277a017

Reference yield:

: 122172-29-6
(R)-3-(4-methoxyphenyl)-3-<2-(1,3-dithiolanyl)>-5-<2-(2-methyl-1,3-dithiolanyl)>pentan-1-al

: 122211-69-2
(+)-O-methyljoubertiamine

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / NaBH₄ / methanol / 0.08 h / 0 °C

2: 1.) NaH, 2.) TBAI / 1.) DME, 2a.) room temp. to 80 deg C, 2b.) room temp., 10 h

3: 1.) HgO, BF₃*Et₂O, 2.) p-toluenesulfonic acid / 1.) THF, H₂O, 70 min, 2.) reflux, 4 h

4: 1.) NaI, Me₃SiCl / 1.) CH₃CN, room temp., 1.75 h, 2.) H₂O, 30 min

With sodium tetrahydroborate; chloro-trimethyl-silane; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; sodium iodide; mercury(II) oxide; In methanol;
DOI:10.1021/jo00277a017