METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE

Base Information

Chemical Name:METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE
CAS No.:186521-42-6
Molecular Formula:C₁₅H₁₉NO₅S₂
Molecular Weight:357.452
Hs Code.:

Synonyms:METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE

Chemical Property:

PSA：135.24000
LogP:1.95940

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE

There total 14 articles about METHYL (S)-6-{2-[5-ETHOXYCARBONYL)-2-THIENYL]ETHYL}-3-OXO-1,4-THIAZINANE-2-CARBOXYLATE 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:

: 5751-83-7
ethyl 5-bromothiophene-2-carboxylate

: 186521-42-6
6-{2-[5-(ethoxycarbonyl)thiophene-2-yl]ethyl}-3(S)-oxothiomorpholine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: CuI, (Ph₃P)2PdCl₂ / diethylamine / Ambient temperature

2: H₂ / 5percent Pd-C / ethanol / 3.5 h / 2327.2 Torr

3: 98 percent / p-toluenesulfonic acid monohydrate, EtOH / 3 h / 65 °C

4: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) RT, 18 h

5: 94 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

6: 64 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

7: 82 percent / NaH / tetrahydrofuran / 120 h

8: 79 percent / Mg(ClO₄)2, NaN₃ / acetonitrile / 36 h / 75 °C

9: H₂ / 5percent Pd-C / tetrahydrofuran / 2 h / 1551.4 - 2327.2 Torr

10: Et₃N / CH₂Cl₂ / 0.5 h

11: acetone / 14 h

12: 94 percent / K₂CO₃, MeOH / 2.5 h / 0 - 20 °C

13: CF₃CO₂H / CH₂Cl₂ / 1 h / 0 °C

14: methanol / 2 h / Ambient temperature

With methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; magnesium(II) perchlorate; ethanol; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; diethylamine; acetone; acetonitrile;
DOI:10.1021/jm9607459

Reference yield:

: 186521-36-8
5-(2(R)-oxiranylethyl)thiophene-2-carboxylic acid ethyl ester

: 186521-42-6
6-{2-[5-(ethoxycarbonyl)thiophene-2-yl]ethyl}-3(S)-oxothiomorpholine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / Mg(ClO₄)2, NaN₃ / acetonitrile / 36 h / 75 °C

2: H₂ / 5percent Pd-C / tetrahydrofuran / 2 h / 1551.4 - 2327.2 Torr

3: Et₃N / CH₂Cl₂ / 0.5 h

4: acetone / 14 h

5: 94 percent / K₂CO₃, MeOH / 2.5 h / 0 - 20 °C

6: CF₃CO₂H / CH₂Cl₂ / 1 h / 0 °C

7: methanol / 2 h / Ambient temperature

With methanol; sodium azide; magnesium(II) perchlorate; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1021/jm9607459

Reference yield:

: 186521-22-2,208337-83-1
5-(3(S)-4-dihydroxy-butyl)-thiophene-2-carboxylic acid ethyl ester

: 186521-42-6
6-{2-[5-(ethoxycarbonyl)thiophene-2-yl]ethyl}-3(S)-oxothiomorpholine-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) RT, 18 h

2: 94 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: 64 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

4: 82 percent / NaH / tetrahydrofuran / 120 h

5: 79 percent / Mg(ClO₄)2, NaN₃ / acetonitrile / 36 h / 75 °C

6: H₂ / 5percent Pd-C / tetrahydrofuran / 2 h / 1551.4 - 2327.2 Torr

7: Et₃N / CH₂Cl₂ / 0.5 h

8: acetone / 14 h

9: 94 percent / K₂CO₃, MeOH / 2.5 h / 0 - 20 °C

10: CF₃CO₂H / CH₂Cl₂ / 1 h / 0 °C

11: methanol / 2 h / Ambient temperature

With methanol; dmap; sodium azide; magnesium(II) perchlorate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1021/jm9607459