(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

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Chemical Name:(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride
CAS No.:1621189-43-2
Molecular Formula:C₁₄H₁₉N₂O*Cl
Molecular Weight:266.771
Hs Code.:

Synonyms:(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

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Chemical Property of (S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

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Technology Process of (S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

There total 5 articles about (S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride 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: 34.0%

: (R)-2-phenyl-2-[(S)-pyrrolidin-2-ylmethylamino]ethanol hydrochloride

: 149-73-5
trimethyl orthoformate

: 1621189-43-2
(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

Guidance literature:: at 100 ℃; for 0.0833333h; Microwave irradiation; Inert atmosphere; Schlenk technique;
DOI:10.1055/s-0033-1340215

Reference yield:

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1621189-43-2
(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-methyl-morpholine; chloroformic acid ethyl ester / ethyl acetate / 15 h / -15 - 20 °C / Inert atmosphere; Schlenk technique

2.1: 5%-palladium/activated carbon; hydrogen / methanol / 15 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: borane-THF / tetrahydrofuran / 15 h / Reflux; Inert atmosphere; Schlenk technique

3.2: 0.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

4.1: 0.08 h / 100 °C / Microwave irradiation; Inert atmosphere; Schlenk technique

With 4-methyl-morpholine; borane-THF; 5%-palladium/activated carbon; hydrogen; chloroformic acid ethyl ester; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1055/s-0033-1340215

Reference yield:

: 700875-87-2
(2S)-2-(2-hydroxy-(1S)-1-phenyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

: 1621189-43-2
(S)-2-[(R)-2-hydroxy-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium chloride

Guidance literature:: Multi-step reaction with 3 steps

1.1: 5%-palladium/activated carbon; hydrogen / methanol / 15 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: borane-THF / tetrahydrofuran / 15 h / Reflux; Inert atmosphere; Schlenk technique

2.2: 0.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

3.1: 0.08 h / 100 °C / Microwave irradiation; Inert atmosphere; Schlenk technique

With borane-THF; 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; methanol;
DOI:10.1055/s-0033-1340215