phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

Base Information

Chemical Name:phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate
CAS No.:98761-67-2
Molecular Formula:C₂₁H₂₉NO₂S₂
Molecular Weight:391.599
Hs Code.:

Synonyms:phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

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Chemical Property of phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

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Technology Process of phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

There total 5 articles about phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-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

: 98761-67-2
phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-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, hexane, 0 deg C, 0.5 h, 2.) THF, hexane, RT, 36 h

3: 95.4 percent / triethylsilane, trifluoroacetic acid / CH₂Cl₂ / 192 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 20 h / Heating

5: 10percent aq. KOH / tetrahydrofuran / 2 h

With triethylsilane; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00151a001

Reference yield:

: 98761-66-1
(4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-2(1H)quinolinone

: 98761-67-2
phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 20 h / Heating

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

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1021/jm00151a001

Reference yield:

: 98761-65-0
trans-5-(1,3-dithian-2-ylidene)octahydro-2(1H)quinolinone

: 98761-67-2
phenylmethyl (4aα,5α,8aβ)-5-(1,3-dithian-2-yl)octahydro-1(2H)-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 95.4 percent / triethylsilane, trifluoroacetic acid / CH₂Cl₂ / 192 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 20 h / Heating

3: 10percent aq. KOH / tetrahydrofuran / 2 h

With triethylsilane; potassium hydroxide; lithium aluminium tetrahydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00151a001