(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Base Information

Chemical Name:(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one
CAS No.:698976-59-9
Molecular Formula:C₂₂H₃₃NO₆
Molecular Weight:407.507
Hs Code.:

Synonyms:(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

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Chemical Property of (1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

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Technology Process of (1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

There total 7 articles about (1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-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: 100.0%

: 698976-20-4
5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

: 698976-59-9
(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1055/s-2004-817773

Reference yield:

: 2-[4-(4-methoxy-benzyloxy)-butyl]-3-vinyl-oxirane

: 698976-59-9
(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / aq. ammonia / 0.5 h / 110 °C / microwave irradiation

2: 85 percent / imidazole / acetonitrile / 20 °C

3: LiOTf / acetonitrile / 96 h / 130 °C

4: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

5: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

6: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

7: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

With 1H-imidazole; ammonium hydroxide; tetrabutyl ammonium fluoride; hydrogen; lithium trifluoromethanesulfonate; triethylamine; palladium on activated charcoal; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1055/s-2004-817773

Reference yield:

: 3-amino-8-(4-methoxy-benzyloxy)-oct-1-en-4-ol

: 698976-59-9
(1S,5S,7aS)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-1-(3-hydroxy-propyl)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / imidazole / acetonitrile / 20 °C

2: LiOTf / acetonitrile / 96 h / 130 °C

3: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

4: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

5: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

6: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; lithium trifluoromethanesulfonate; triethylamine; palladium on activated charcoal; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1055/s-2004-817773