t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-oxobutanoyl>-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-oxobutanoyl>-N-methylvalinate
CAS No.:138417-55-7
Molecular Formula:C₃₇H₅₃N₃O₁₁S
Molecular Weight:747.907
Hs Code.:

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

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

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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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-oxobutanoyl>-N-methylvalinate

There total 12 articles about t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-oxobutanoyl>-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: 91.0%

: 138395-25-2
(R)-4-[Acetoxy-(1-benzenesulfonyl-5-{3-[((S)-1-tert-butoxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-propynoyl}-1H-pyrrol-3-yl)-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 138417-55-7
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-oxobutanoyl>-N-methylvalinate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 21 ℃; for 2.75h;
DOI:10.1016/S0040-4020(01)88285-5

Reference yield:

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

: 138417-55-7
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-oxobutanoyl>-N-methylvalinate

Guidance literature:: Multi-step reaction with 8 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

7: 356 mg / MnO₂ / benzene / 0.42 h / 21 °C

8: 91 percent / H₂ / 10percent Pd-C / ethyl acetate / 2.75 h / 21 °C

With pyridine; manganese(IV) oxide; n-butyllithium; hydrogen; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetone; benzene;
DOI:10.1016/S0040-4020(01)88285-5

Reference yield:

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

: 138417-55-7
t-Butyl (R,S)-N-<4-<4-(3-t-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)acetoxymethyl-1-(phenylsulfonyl)pyrrol-2-yl>-4-oxobutanoyl>-N-methylvalinate

Guidance literature:: Multi-step reaction with 4 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

3: 356 mg / MnO₂ / benzene / 0.42 h / 21 °C

4: 91 percent / H₂ / 10percent Pd-C / ethyl acetate / 2.75 h / 21 °C

With manganese(IV) oxide; n-butyllithium; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)88285-5