N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

Base Information

Chemical Name:N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide
CAS No.:157035-28-4
Molecular Formula:C₃₃H₃₈N₂O₄
Molecular Weight:526.676
Hs Code.:

Synonyms:N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

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Chemical Property of N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

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Technology Process of N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

There total 11 articles about N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide 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: 75.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: Benzyl-{2-[(1R,2R,6R)-2-{[benzyl-(4-methoxy-benzyl)-carbamoyl]-methyl}-6-(tert-butyl-dimethyl-silanyloxy)-3-oxo-cyclohexyl]-ethyl}-carbamic acid benzyl ester

: 157035-28-4
N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

Guidance literature:: With potassium carbonate; In methanol; formic acid; water; at 60 ℃;
DOI:10.1016/S0040-4039(00)73333-8

Reference yield:

: 14429-02-8
benzyl-(4-methoxybenzyl)amine

: 157035-28-4
N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 10percent NaOH / CH₂Cl₂

2: NaI, CaCO₃ / acetone

3: 1.) LHMDS; 2.) Na₂S₂O₄

4: OsO₄, NaIO₄

5: NaB(OAc)3H

7: 75 percent / K₂CO₃ / H₂O; methanol; formic acid / 60 °C

With sodium hydroxide; sodium periodate; osmium(VIII) oxide; sodium dithionite; sodium tris(acetoxy)borohydride; potassium carbonate; calcium carbonate; sodium iodide; lithium hexamethyldisilazane; In methanol; formic acid; dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(00)73333-8

Reference yield:

: 121651-99-8
(4S,5R)-4,5-O-isopropylidenedioxycyclohex-2-en-1-one

: 157035-28-4
N-Benzyl-2-((4aR,5R,8aR)-2-benzyl-5-hydroxy-8-oxo-octahydro-isoquinolin-8a-yl)-N-(4-methoxy-benzyl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / TBDMSOTf, p-TsOH / acetone / -78 - 23 °C

2: 84 percent / DBU / benzene / Heating

3: 1.) LHMDS; 2.) Na₂S₂O₄

4: OsO₄, NaIO₄

5: NaB(OAc)3H

7: 75 percent / K₂CO₃ / H₂O; methanol; formic acid / 60 °C

With sodium periodate; osmium(VIII) oxide; sodium dithionite; t-butyldimethylsiyl triflate; sodium tris(acetoxy)borohydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In methanol; formic acid; water; acetone; benzene;
DOI:10.1016/S0040-4039(00)73333-8