methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

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Chemical Name:methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate
CAS No.:1438851-60-5
Molecular Formula:C₂₄H₃₆N₂O₅S
Molecular Weight:464.626
Hs Code.:

Synonyms:methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

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Chemical Property of methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

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Technology Process of methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

There total 6 articles about methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate 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: 43.0%

: 16610-51-8
pyridin-1-ium-1-yl[pyridin-1-ium-1-yl(sulfido)phosphinothioyl]sulfanyl-sulfido-thioxo-phosphane

: 161485-82-1
tert-butyl (S)-2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

: 1438851-60-5
methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

Guidance literature:: In acetonitrile; at 100 ℃; for 1h; Microwave irradiation;

Reference yield:

: 69610-41-9,117625-90-8
Boc-L-Pro-H

: 1438851-60-5
methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutylammomium bromide / dichloromethane; water / 13 h

2.1: sodium hydride / mineral oil; hexane; N,N-dimethyl-formamide / 2 h / 0 - 5 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tert-butyl alcohol / 12 h

3.2: 4 h / 0 - 5 °C

4.1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 18 h

5.1: acetonitrile / 1 h / 100 °C / Microwave irradiation

With osmium(VIII) oxide; tetrabutylammomium bromide; sodium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; In hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; tert-butyl alcohol;

Reference yield:

: 159173-40-7
(2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-hydroxy-2'-methyl-3'-butenyl)-pyrrolidine

: 1438851-60-5
methyl N-{(2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanethioyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; hexane; N,N-dimethyl-formamide / 2 h / 0 - 5 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tert-butyl alcohol / 12 h

2.2: 4 h / 0 - 5 °C

3.1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 18 h

4.1: acetonitrile / 1 h / 100 °C / Microwave irradiation

With osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; In hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; tert-butyl alcohol;