Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

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Chemical Name:Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester
CAS No.:76599-86-5
Molecular Formula:C₁₃H₁₇NO₅S
Molecular Weight:299.348
Hs Code.:

Synonyms:Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

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Chemical Property of Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

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Technology Process of Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

There total 10 articles about Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester 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:

: 76599-90-1
(2R,3S,4S)-2,3,4-Trihydroxy-pentanoic acid benzylamide

: 76599-86-5
Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / p-CH₃C₆H₄SO₃H

2: pyridine / 5 h / -20 - 0 °C

3: 92 percent / NaN₃ / dimethylformamide / 20 h / 100 °C

4: H₂ / 10percent Pd/C / methanol / 5 h

5: benzene / 13 h / 25 °C

6: NaBH₄ / ethanol

7: 1.) HCl, 2.) NaOCH₃ / 1.) CH₃OH, reflux, 48 h, 2.) CH₃OH, 25 deg C, 2 h

8: 1.) isopropyl magnesiumbromide / 1.) THF, 0 deg C, 2.) 18 h, 0 - 25 deg C

With hydrogenchloride; sodium tetrahydroborate; sodium azide; hydrogen; isopropylmagnesium bromide; sodium methylate; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00319a046

Reference yield:

: (4R,5S)-5-(1-Azido-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzylamide

: 76599-86-5
Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / methanol / 5 h

2: benzene / 13 h / 25 °C

3: NaBH₄ / ethanol

4: 1.) HCl, 2.) NaOCH₃ / 1.) CH₃OH, reflux, 48 h, 2.) CH₃OH, 25 deg C, 2 h

5: 1.) isopropyl magnesiumbromide / 1.) THF, 0 deg C, 2.) 18 h, 0 - 25 deg C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; isopropylmagnesium bromide; sodium methylate; palladium on activated charcoal; In methanol; ethanol; benzene;
DOI:10.1021/jo00319a046

Reference yield:

: 76599-81-0
(4R,5S)-5-((S)-1-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzylamide

: 76599-86-5
Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 5 h / -20 - 0 °C

2: 92 percent / NaN₃ / dimethylformamide / 20 h / 100 °C

3: H₂ / 10percent Pd/C / methanol / 5 h

4: benzene / 13 h / 25 °C

5: NaBH₄ / ethanol

6: 1.) HCl, 2.) NaOCH₃ / 1.) CH₃OH, reflux, 48 h, 2.) CH₃OH, 25 deg C, 2 h

7: 1.) isopropyl magnesiumbromide / 1.) THF, 0 deg C, 2.) 18 h, 0 - 25 deg C

With hydrogenchloride; sodium tetrahydroborate; sodium azide; hydrogen; isopropylmagnesium bromide; sodium methylate; palladium on activated charcoal; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00319a046