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

Base Information

Chemical Name:(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid
CAS No.:105675-93-2
Molecular Formula:C₁₆H₂₃N₃O₄S
Molecular Weight:353.442
Hs Code.:

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

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

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

There total 10 articles about (6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(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: 82.0%

: 60099-09-4
methanimidic acid phenylmethyl ester hydrochloride

: 105675-92-1
(6S)-<(1R)-hydroxyethyl>-2-(cis-3-aminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

: 105675-93-2
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: With potassium hydroxide; In water; at 0 - 5 ℃; for 0.25h;

Reference yield:

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

: 105675-93-2
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

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

2: 1N HCl / Heating

3: 62.9 percent / pyridine / CHCl₃ / 72 h / Ambient temperature

4: 1) ClCOOEt, Et₃N, 2) NaN₃ / 1) acetone, H₂O, 2 min, 0 to 5 deg C, 2) acetone, H₂O, 4 min, 0 to 5 deg C

5: 84.2 percent / toluene / 20 h / Heating

6: 1) Hg(OAc)2, 2) H₂S / 1) EtOH, 15 min, RT, 2) CH₂Cl₂, 0, to 5 deg C, 1 h

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

8: 11 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; diethyl ether; H₂O / 5 h / 2585.7 Torr / Ambient temperature; phosphate buffer

9: 82 percent / 0.06N KOH / H₂O / 0.25 h / 0 - 5 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium azide; hydrogen sulfide; mercury(II) diacetate; hydrogen; chloroformic acid ethyl ester; triethylamine; diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; chloroform; water; ethyl acetate; toluene;

Reference yield:

: 105737-63-1
3,3-bis(1,2,4-triazol-1-yl)-2-thiabicyclo<2.2.2>octane

: 105675-93-2
(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 1N HCl / Heating

2: 62.9 percent / pyridine / CHCl₃ / 72 h / Ambient temperature

3: 1) ClCOOEt, Et₃N, 2) NaN₃ / 1) acetone, H₂O, 2 min, 0 to 5 deg C, 2) acetone, H₂O, 4 min, 0 to 5 deg C

4: 84.2 percent / toluene / 20 h / Heating

5: 1) Hg(OAc)2, 2) H₂S / 1) EtOH, 15 min, RT, 2) CH₂Cl₂, 0, to 5 deg C, 1 h

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

7: 11 percent / hydrogen / 10percent Pd/C / tetrahydrofuran; diethyl ether; H₂O / 5 h / 2585.7 Torr / Ambient temperature; phosphate buffer

8: 82 percent / 0.06N KOH / H₂O / 0.25 h / 0 - 5 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium azide; hydrogen sulfide; mercury(II) diacetate; hydrogen; chloroformic acid ethyl ester; triethylamine; diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; chloroform; water; toluene;