(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

Base Information

Chemical Name:(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine
CAS No.:874894-78-7
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

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Chemical Property of (1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

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Technology Process of (1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

There total 1 articles about (1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine 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: 72.0%

: 874894-77-6
benzyl (1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethylcarbamate

: (1R,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

: 874894-78-7
(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; ethyl acetate; for 4h; under 2327.17 Torr;
DOI:10.1016/j.tetasy.2005.10.029

Reference yield:

: 874894-78-7
(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

: (2S,3R)-2-Amino-3-methoxy-3-phenyl-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / H₂O / 45 h / 20 °C

1.2: 88 percent / Cs₂CO₃ / H₂O / 16 h

2.1: NaHCO₃ / H₂O / 20 °C

3.1: triethylamine; DMAP; EDAC / CH₂Cl₂ / 20 °C

4.1: hydrogen / Pd/C / ethyl acetate; ethanol / 4 h / 760 Torr

With dmap; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2005.10.029

Reference yield:

: 874894-78-7
(1S,2R)-2-methoxy-1-(4'-methyl-2',6',7'-trioxabicyclo[2.2.2]-octan-1'-yl)-2-phenylethanamine

: (2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methoxy-3-phenyl-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / H₂O / 45 h / 20 °C

1.2: 88 percent / Cs₂CO₃ / H₂O / 16 h

2.1: NaHCO₃ / H₂O / 20 °C

3.1: triethylamine; DMAP; EDAC / CH₂Cl₂ / 20 °C

4.1: hydrogen / Pd/C / ethyl acetate; ethanol / 4 h / 760 Torr

5.1: triethylamine; DMAP; EDAC / CH₂Cl₂ / 20 °C

With dmap; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2005.10.029