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124044-13-9

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Basic Information
CAS No.: 124044-13-9
Name: Carbopenem Intermediate
Article Data: 12
Molecular Structure:
Molecular Structure of 124044-13-9 (Carbopenem Intermediate)
Formula: C13H17 N O4
Molecular Weight: 251.282
Synonyms: Butanoicacid, 2-[(benzoylamino)methyl]-3-hydroxy-, methyl ester, [R-(R*,S*)]-
Density: 1.173
PSA: 75.63000
LogP: 0.97730
Related products
Synthetic route
129994-60-1

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate

124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

Conditions
ConditionsYield
In hexane; dichloromethane; nitrogen; ethyl acetate90%
In hexane; dichloromethane; ethyl acetate87%
With hydrogen; (R)-3,5-t-Bu2-binap-RuI2 In methanol; dichloromethane at 50 - 60℃; under 38000 Torr; for 40h; Product distribution; other cationic binap-ruthenium(II) catalysts, var. solvents, reaction time, substrate/catalyst ratio; diastereoselectivity and enantioselectivity of the reduction;55%
129994-60-1

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate

A

124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

B

129994-65-6

(2R,3S)-methyl 2-(benzamidomethyl)-3-hydroxybutanoate

C

135138-76-0

anti-(2R,3R)-Methyl 2-(benzamidomethyl)-3-hydroxybutanoate

D

145588-28-9

(2S,3S)-methyl-2-benzamido-methyl-3-hydroxybutyrate

Conditions
ConditionsYield
With hydrogen; (p-cymene)>I In methanol at 65℃; under 41040 Torr; for 20h; Product distribution; Ru(II)-asymmetric hydrogenation, diastereoselectivity and enantioselectivity, effect of solvents;
With hydrogen; <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3 at 50℃; under 76000.1 Torr; for 20h; Yields of byproduct given. Title compound not separated from byproducts;
...Expand
129994-60-1

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate

A

124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

B

135138-76-0

anti-(2R,3R)-Methyl 2-(benzamidomethyl)-3-hydroxybutanoate

Conditions
ConditionsYield
With hydrogen; I In methanol at 50℃; under 38000 Torr; for 20h; Product distribution; other: catalysts, solvents, time, pressure;
With hydrogen; I In methanol; dichloromethane at 65℃; under 41040 Torr; for 21h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; I In methanol; dichloromethane at 50 - 60℃; under 38000 Torr; for 40h; Yield given. Yields of byproduct given;
With hydrogen; I In methanol at 50℃; under 38000 Torr; for 20h; Yield given. Yields of byproduct given;
129994-60-1

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate

A

124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

B

129994-65-6

(2R,3S)-methyl 2-(benzamidomethyl)-3-hydroxybutanoate

C

135138-76-0

anti-(2R,3R)-Methyl 2-(benzamidomethyl)-3-hydroxybutanoate

Conditions
ConditionsYield
With hydrogen; <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3 at 50℃; under 76000.1 Torr; for 20h; Yields of byproduct given. Title compound not separated from byproducts;
...Expand

(2S)-methyl-2-benzamido-methyl-3-oxobutanoate

124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

Conditions
ConditionsYield
With glucose dehydrogenase; alpha-D-glucopyranose; BgADH2 enzyme; nicotinamide adenine dinucleotide phosphate In water; toluene at 35℃; for 8h; pH=6.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;n/a
124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

129994-66-7

(2S,3R)-2-aminomethyl-3-hydroxybutanoic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride93%
124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

65-85-0

benzoic acid

Conditions
ConditionsYield
With hydrogenchloride93%
124044-13-9

methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate

120236-27-3

(2S)-3-amino-2-((1R)-1-hydroxyethyl)propionic acid

Conditions
ConditionsYield
With triethylamine In 12N-hydrochloric acid; toluene; acetonitrile80%
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