t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

Base Information

Chemical Name:t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate
CAS No.:138395-24-1
Molecular Formula:C₃₇H₅₁N₃O₁₁S
Molecular Weight:745.891
Hs Code.:

t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

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Chemical Property of t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

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Technology Process of t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

There total 8 articles about t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate 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:

: 931-33-9
4-bromopyrrole-2-carboxaldehyde

: 138395-24-1
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / 60percent NaH / tetrahydrofuran / 1.) THF, 0 deg C, 0.5 h, 2.) 20 deg C, 1 h

2: 98.5 percent / p-TsOH*H₂O / benzene / 1 h / Heating

3: 1.) n-BuLi / 1.) THF, hexane, -85 - -82 deg C, 5 min, 2.) toluene, -82 - -70 deg C, 25 min

4: 97 percent / pyridine / 3 h / 20 °C

5: 86 percent / p-TsOH*H₂O / acetone / 6.5 h / 0 °C

6: 1.) n-BuLi / 1.) THF, hexane, -84 - -82 deg C, 7 min, 2.) THF, -82 - -73 deg C, 16 min

With pyridine; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone; benzene;
DOI:10.1016/S0040-4020(01)88285-5

Reference yield:

: 5616-87-5
N-Methyl-(S)-valin-tert-butylester

: 138395-24-1
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / DCC / CH₂Cl₂ / 0.5 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -84 - -82 deg C, 7 min, 2.) THF, -82 - -73 deg C, 16 min

With n-butyllithium; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4020(01)88285-5

Reference yield:

: 138371-99-0
N-benzenesulfonyl-4-bromopyrrole-2-carbaldehyde

: 138395-24-1
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-hydroxy-2-butynoyl>-N-methylvalinate

Guidance literature:: Multi-step reaction with 5 steps

1: 98.5 percent / p-TsOH*H₂O / benzene / 1 h / Heating

2: 1.) n-BuLi / 1.) THF, hexane, -85 - -82 deg C, 5 min, 2.) toluene, -82 - -70 deg C, 25 min

3: 97 percent / pyridine / 3 h / 20 °C

4: 86 percent / p-TsOH*H₂O / acetone / 6.5 h / 0 °C

5: 1.) n-BuLi / 1.) THF, hexane, -84 - -82 deg C, 7 min, 2.) THF, -82 - -73 deg C, 16 min

With pyridine; n-butyllithium; toluene-4-sulfonic acid; In acetone; benzene;
DOI:10.1016/S0040-4020(01)88285-5