(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

Base Information

Chemical Name:(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one
CAS No.:121587-46-0
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

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Chemical Property of (1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

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Technology Process of (1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

There total 10 articles about (1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-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%

: 157543-62-9
(S)-1-((1S,2S)-3-Benzyloxy-1,2-dihydroxy-propyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 121587-46-0
(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

Guidance literature:: With potassium hydroxide; In methanol;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

: 121587-37-9
(3-Methoxy-2-trimethylsilanyl-phenyl)-acetonitrile

: 121587-46-0
(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

Guidance literature:: Multi-step reaction with 9 steps

1: BH₃*THF / Heating

2: Et₃N / methanol

3: 80 percent / Br₂ / CCl₄ / -20 °C

4: 1.) n-BuLi / 1.) -78 deg C, Et₂O, 2.) -78 to 0 deg C

5: 84 percent / CrO₃*2pyridine / CH₂Cl₂ / Ambient temperature

6: 1.) K₂CO₃, 2.) NaBH₃CN / 1.) aq. MeOH, RT, 2.) -20 deg C

7: HCl / methanol / Ambient temperature

8: aq. NaOH / CH₂Cl₂

9: 98 percent / KOH / methanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; n-butyllithium; borane-THF; bromine; dipyridine chromium trioxide; sodium cyanoborohydride; potassium carbonate; triethylamine; In methanol; tetrachloromethane; dichloromethane;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

: 121587-40-4
N-trifluoroacetyl-2-(2-bromo-3-methoxyphenyl)ethylamine

: 121587-46-0
(1S,10bS)-1-((S)-2-Benzyloxy-1-hydroxy-ethyl)-10-methoxy-1,5,6,10b-tetrahydro-oxazolo[4,3-a]isoquinolin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) -78 deg C, Et₂O, 2.) -78 to 0 deg C

2: 84 percent / CrO₃*2pyridine / CH₂Cl₂ / Ambient temperature

3: 1.) K₂CO₃, 2.) NaBH₃CN / 1.) aq. MeOH, RT, 2.) -20 deg C

4: HCl / methanol / Ambient temperature

5: aq. NaOH / CH₂Cl₂

6: 98 percent / KOH / methanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; n-butyllithium; dipyridine chromium trioxide; sodium cyanoborohydride; potassium carbonate; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)82331-X