(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

Base Information

Chemical Name:(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester
CAS No.:911048-36-7
Molecular Formula:C₂₅H₃₀N₂O₄S
Molecular Weight:454.59
Hs Code.:

(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

Synonyms:(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

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Chemical Property of (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

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Technology Process of (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

There total 16 articles about (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester 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: 47.0%

: 875012-76-3
(3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophene-1-carboxylic acid

: 910635-38-0
3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methylphenyl]propionic acid

: 911048-36-7
(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

Guidance literature:: (3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophene-1-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methylphenyl]propionic acid; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/jm4014373

Reference yield:

: trifluoromethanesulfonic acid 2-ethyl-4-formyl-6-methylphenyl ester

: 911048-36-7
(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 5 h / 115 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / 1 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 760.05 Torr

4.1: acetic acid; manganese(IV) oxide / 4 h / 80 °C

5.1: hydroxylamine hydrochloride / 1-methyl-pyrrolidin-2-one / 0.5 h / 80 °C / Microwave irradiation

6.1: potassium tert-butylate; hydroxylamine hydrochloride / methanol / 8 h / Reflux

7.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

7.2: 1 h / 20 °C

With manganese(IV) oxide; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; palladium diacetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm4014373

Reference yield:

: 1687-64-5
2-ethyl-6-methylphenol

: 911048-36-7
(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid N-(3-ethyl-5-methyl-4-(2-carboxy-ethyl)-N-hydroxybenzamidine) ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: acetic acid / water / 115 °C / Dean-Stark

1.2: 3 h / Reflux

2.1: pyridine / dichloromethane / 2.67 h / 20 °C / Cooling with ice

3.1: triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 5 h / 115 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; water / 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 760.05 Torr

6.1: acetic acid; manganese(IV) oxide / 4 h / 80 °C

7.1: hydroxylamine hydrochloride / 1-methyl-pyrrolidin-2-one / 0.5 h / 80 °C / Microwave irradiation

8.1: potassium tert-butylate; hydroxylamine hydrochloride / methanol / 8 h / Reflux

9.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

9.2: 1 h / 20 °C

With pyridine; manganese(IV) oxide; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; palladium diacetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm4014373