phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

Base Information

Chemical Name:phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate
CAS No.:98761-72-9
Molecular Formula:C₁₈H₂₅NO₃
Molecular Weight:303.401
Hs Code.:

Synonyms:phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

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Chemical Property of phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

Chemical Property:

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Technology Process of phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

There total 5 articles about phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate 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:

: 5057-12-5
3,4,7,8-tetrahydro-2,5(1H,6H)-quinolinequinone

: 98761-72-9
phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 10percent aq. KOH, H₂ / 10percent Pd/C / methanol / 2 h / 2068.6 Torr / Ambient temperature

2: 1.) n-BuLi / 1.) THF, RT, 4 h, 2.) THF, reflux, 3 h

3: LiAlH₄ / tetrahydrofuran / 5 h / Heating

4: 10percent aq. KOH / tetrahydrofuran / 1 h

5: 1.) B₂H₆, 2.)H₂O₂, 6 N aq. NaOH / 1.) THF, RT, 1 h, 2.) THF, overnight

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; dihydrogen peroxide; diborane; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jm00151a001

Reference yield:

: trans-decahydro-5-methylenequinoline

: 98761-72-9
phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 10percent aq. KOH / tetrahydrofuran / 1 h

2: 1.) B₂H₆, 2.)H₂O₂, 6 N aq. NaOH / 1.) THF, RT, 1 h, 2.) THF, overnight

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide; diborane; In tetrahydrofuran;
DOI:10.1021/jm00151a001

Reference yield:

: 98761-70-7
trans-octahydro-5-methylene-2(1H)-quinolinone

: 98761-72-9
phenylmethyl (4aα,5β,8aβ)-octahydro-5-(hydroxymethyl)-1(2H)-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / tetrahydrofuran / 5 h / Heating

2: 10percent aq. KOH / tetrahydrofuran / 1 h

3: 1.) B₂H₆, 2.)H₂O₂, 6 N aq. NaOH / 1.) THF, RT, 1 h, 2.) THF, overnight

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; diborane; In tetrahydrofuran;
DOI:10.1021/jm00151a001