(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Base Information

Chemical Name:(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one
CAS No.:213692-62-7
Molecular Formula:C₂₉H₃₁NO₆S
Molecular Weight:521.634
Hs Code.:

Synonyms:(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

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Chemical Property of (5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

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Technology Process of (5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

There total 7 articles about (5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 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: 98.0%

: 213692-61-6
(1R,3R)-3-hydroxymethyl-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-5-<<(4-methoxyphenyl)methyl>thio>-1,2,3,4-tetrahydroisoquinoline

: 105-58-8,76619-83-5
Diethyl carbonate

: 213692-62-7
(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: With sodium ethanolate; In ethanol; for 20h; Heating;
DOI:10.1016/S0040-4039(98)01232-5

Reference yield:

: 174905-86-3
1-(chloromethyl)-3,5-dimethoxy-2-{[(4-methoxyphenyl)methyl]thio}benzene

: 213692-62-7
(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) diisopropylamine, BuLi / 1) THF, hexane, -78 deg C, 20 min; 2) THF, hexane, -78 deg C, 2 h, -50 deg C, 18 h

2: aq. HCl / methanol

3: 96 percent

4: 1.) hexamethyldisiloxane, P₂O₅, 2.) NaBH₄ / 1) CHCl₃, reflux, 10 h; 2) MeOH, -78 deg C, 1 h

5: 91 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

6: 98 percent / NaOEt / ethanol / 20 h / Heating

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; Hexamethyldisiloxane; sodium ethanolate; phosphorus pentoxide; diisopropylamine; In tetrahydrofuran; methanol; ethanol;
DOI:10.1016/S0040-4020(99)00199-4

Reference yield:

: 213692-59-2
N-<(4-methoxxyphenyl)acetyl>-3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>-D-phenylalanine methyl ester

: 213692-62-7
(5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) hexamethyldisiloxane, P₂O₅, 2.) NaBH₄ / 1) CHCl₃, reflux, 10 h; 2) MeOH, -78 deg C, 1 h

2: 91 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

3: 98 percent / NaOEt / ethanol / 20 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; Hexamethyldisiloxane; sodium ethanolate; phosphorus pentoxide; In tetrahydrofuran; ethanol;
DOI:10.1016/S0040-4020(99)00199-4