benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

Base Information

Chemical Name:benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate
CAS No.:1363373-38-9
Molecular Formula:C₂₉H₃₁NO₇
Molecular Weight:505.568
Hs Code.:

Synonyms:benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

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Chemical Property of benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

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Technology Process of benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

There total 5 articles about benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate 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: 54.0%

: 120186-59-6
(4-(benzyloxy)phenyl)magnesium bromide

: 183671-34-3
1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane

: 1363373-38-9
benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

Guidance literature:: (4-(benzyloxy)phenyl)magnesium bromide; 1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1.21667h; Inert atmosphere; Cooling with ice;

With ammonium chloride; In tetrahydrofuran; dichloromethane; for 0.25h; pH=7;

Reference yield:

: 99314-44-0
(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

: 1363373-38-9
benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 36 h / 70 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2.2: 0.5 h

3.1: dichloromethane / -78 °C / Inert atmosphere

3.2: 2.08 h / -78 °C / Inert atmosphere

3.3: 0.67 h / -78 - 0 °C

4.1: dichloromethane; tetrahydrofuran / 1.22 h / 20 °C / Inert atmosphere; Cooling with ice

4.2: 0.25 h / pH 7

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 3143-02-0
3-hydroxymethyl-3-methyloxethane

: 1363373-38-9
benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 1.75 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 36 h / 70 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

3.2: 0.5 h

4.1: dichloromethane / -78 °C / Inert atmosphere

4.2: 2.08 h / -78 °C / Inert atmosphere

4.3: 0.67 h / -78 - 0 °C

5.1: dichloromethane; tetrahydrofuran / 1.22 h / 20 °C / Inert atmosphere; Cooling with ice

5.2: 0.25 h / pH 7

With pyridine; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;