(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Base Information

Chemical Name:(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid
CAS No.:105675-96-5
Molecular Formula:C₁₆H₂₄N₂O₄S
Molecular Weight:340.444
Hs Code.:

Synonyms:(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

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Chemical Property of (6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

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Technology Process of (6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

There total 7 articles about (6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid 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: 44.0%

: 105693-27-4
p-nitrobenzyl (6S)-<(1R)-hydroxyethyl>-2--(5R)-carbapen-2-em-3-carboxylate

: 105675-96-5
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; for 1h; under 2585.7 Torr; Ambient temperature; phosphate buffer;

Reference yield:

: 74346-66-0
3,3-bis-(1,2,4-triazol-1-yl)-2-thiabicyclo<2.2.2.>oct-5-ene

: 105675-96-5
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 86.8 percent / hydrogen / 10percent Pd/C / ethyl acetate / 20 h / 2585.7 Torr / Ambient temperature

2: 89.8 percent / 1N HCl / Heating

3: 90.1 percent / conc. NH₄OH / 20 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 24 h / Heating

5: 1) Me₃SiCl, (i-Pr)2NH, 2) (i-Pr)2NH / 1) CH₃CN, 0 to 5 deg C, 30 min, 2) CH₃CN, 0 to 5 deg C, 3 h

6: 1) diphenylchlorophosphate, (i-Pr)2NH / 1) CH₃CN, 0 to 5 deg C, 1 h, 2) DMF, RT, 6 d

7: 44 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; diethyl ether; H₂O / 1 h / 2585.7 Torr / Ambient temperature; phosphate buffer

With hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; chloro-trimethyl-silane; hydrogen; diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; ethyl acetate;

Reference yield:

: 105676-16-2
2-thiabicyclo<2.2.2>octane-3-one

: 105675-96-5
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-(aminomethyl)cyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90.1 percent / conc. NH₄OH / 20 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 24 h / Heating

3: 1) Me₃SiCl, (i-Pr)2NH, 2) (i-Pr)2NH / 1) CH₃CN, 0 to 5 deg C, 30 min, 2) CH₃CN, 0 to 5 deg C, 3 h

4: 1) diphenylchlorophosphate, (i-Pr)2NH / 1) CH₃CN, 0 to 5 deg C, 1 h, 2) DMF, RT, 6 d

5: 44 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; diethyl ether; H₂O / 1 h / 2585.7 Torr / Ambient temperature; phosphate buffer

With ammonium hydroxide; lithium aluminium tetrahydride; chloro-trimethyl-silane; hydrogen; diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water;