(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

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Chemical Name:(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol
CAS No.:698976-62-4
Molecular Formula:C₂₁H₃₅NO₅
Molecular Weight:381.513
Hs Code.:

Synonyms:(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

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Chemical Property of (S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

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Technology Process of (S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

There total 8 articles about (S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol 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: 93.0%

: 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

: 698976-62-4
(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

Guidance literature:: With sodium hydroxide; In methanol; at 100 ℃; for 1.5h; microwave irradiation;
DOI:10.1055/s-2004-817773

Reference yield:

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

: 698976-62-4
(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

Guidance literature:: Multi-step reaction with 8 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

8: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

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

Reference yield:

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

: 698976-62-4
(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

Guidance literature:: Multi-step reaction with 7 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

7: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

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