3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI)

Base Information

Chemical Name:3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI)
CAS No.:796853-19-5
Molecular Formula:C₉H₁₅NO₂
Molecular Weight:169.224
Hs Code.:
Mol file:796853-19-5.mol

Synonyms:3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI)

Chemical Property:

PSA：29.54000
LogP:0.58000

Purity/Quality:

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Technology Process of 3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI)

There total 13 articles about 3H-Pyrrolizin-3-one,hexahydro-1-methoxy-2-methyl-,(1S,2R,7aS)-(9CI) 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: 55.0%

: (2S,3S)-3-Methoxy-2-methyl-3-(S)-pyrrolidin-2-yl-propionic acid methyl ester

: 796853-19-5
(1S,2S,8S)-1-methoxy-2-methyl-pyrrolizidin-3-one

Guidance literature:: With potassium carbonate; In methanol; water; for 1h;
DOI:10.1016/S0040-4020(01)80692-X

Reference yield: 27.0%

: 158111-36-5
<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

: 157967-06-1
<2S-<2R*,α(S*),β(R*)>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid

: 796853-19-5
<1S-(1β,2β,7aα)>-Hexahydro-1-methoxy-2-methyl-3-oxo-1H-pyrrolizine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; for 24h; Ambient temperature;
DOI:10.1021/jo00100a034

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 796853-19-5
<1S-(1β,2β,7aα)>-Hexahydro-1-methoxy-2-methyl-3-oxo-1H-pyrrolizine

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / B₂H₆*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h

2: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 2.5 h / 7 - 8 °C

3: 1.) i-Pr₂N, n-BuLi, MgBr₂*Et₂O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h

4: 72 percent / proton sponge / CH₂Cl₂ / 36 h / Ambient temperature

5: 52 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 24 h / Ambient temperature

With n-butyllithium; Proton Sponge; pyridine-SO₃ complex; B₂H₆-THF; hydrogen; triethylamine; diisopropylamine; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo00100a034