12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester
• CAS No.: 88168-98-3
• Molecular Formula: C₂₄H₂₄N₂O₃SSe
• Molecular Weight: 499.492

Synonyms:12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester

Chemical Property of 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester

There total 12 articles about 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl 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: 91.0%

Phenylselenyl chloride (5707-04-0) + 2-(4,5-dihydro-5-benzothiazolyl)-N-(p-methoxybenzyloxycarbonyl)ethylamine (88152-77-6) → 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.02,6]dodeca-2(6),4-diene-11-carboxylic acid 4-methoxy-benzyl ester (88168-98-3)

Guidance literature:

With silver trifluoroacetate; In dichloromethane; for 15h; Ambient temperature;

Reference yield:

(1,4,8,11-Tetraoxa-dispiro[4.1.4.3]tetradec-13-yl)-methanol (70150-64-0) → 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.02,6]dodeca-2(6),4-diene-11-carboxylic acid 4-methoxy-benzyl ester (88168-98-3)

Guidance literature:

Multi-step reaction with 12 steps

1: 83 percent / pyridine / Ambient temperature

2: 88 percent / 2-methoxy-ethanol / 3 h / Heating

3: 50percent AcOH / 18 h / 60 °C

4: Br₂ / acetic acid / 0.25 h / 0 °C

5: 86 percent / pyridine / 1.) r.t., 16 h; 2.) reflux, 1 h

6: 1.) NaNO₂, 50percent H₂SO₄, 35percent HCl; 2.) CuSO₄*5H₂O, NaCl / 1.) water, -12 deg C, 1 h.; 2.) water, -12 deg C to r.t., 1 h

7: 88 percent / triethylamine, H₂ / 10percent Pd-C / ethanol / 70 °C

8: 9.46 mg / NaBH₄ / ethanol / 20 h / Ambient temperature

9: 87 percent / TsOH / toluene / 1 h / Heating

10: 65 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 4 h / Ambient temperature

11: 72 percent / CHCl₃ / 4 h / Ambient temperature

12: 91 percent / silver trifluoroacetate / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; hydrogen; bromine; silver trifluoroacetate; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; triethylamine; sodium chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; chloroform; 2-methoxy-ethanol; acetic acid; toluene;

Reference yield:

(3-Hydroxy-5-oxo-cyclohex-3-enyl)-acetonitrile → 12-Phenylselanyl-3-thia-5,11-diaza-tricyclo[6.3.1.02,6]dodeca-2(6),4-diene-11-carboxylic acid 4-methoxy-benzyl ester (88168-98-3)

Guidance literature:

Multi-step reaction with 9 steps

1: Br₂ / acetic acid / 0.25 h / 0 °C

2: 86 percent / pyridine / 1.) r.t., 16 h; 2.) reflux, 1 h

3: 1.) NaNO₂, 50percent H₂SO₄, 35percent HCl; 2.) CuSO₄*5H₂O, NaCl / 1.) water, -12 deg C, 1 h.; 2.) water, -12 deg C to r.t., 1 h

4: 88 percent / triethylamine, H₂ / 10percent Pd-C / ethanol / 70 °C

5: 9.46 mg / NaBH₄ / ethanol / 20 h / Ambient temperature

6: 87 percent / TsOH / toluene / 1 h / Heating

7: 65 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 4 h / Ambient temperature

8: 72 percent / CHCl₃ / 4 h / Ambient temperature

9: 91 percent / silver trifluoroacetate / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; hydrogen; bromine; silver trifluoroacetate; toluene-4-sulfonic acid; copper(II) sulfate; triethylamine; sodium chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform; acetic acid; toluene;

upstream raw materials:

Phenylselenyl chloride

2-(4,5-dihydro-5-benzothiazolyl)-N-(p-methoxybenzyloxycarbonyl)ethylamine

(1,4,8,11-Tetraoxa-dispiro[4.1.4.3]tetradec-13-yl)-methanol

2-(4,5-Dihydro-benzothiazol-5-yl)-ethylamine

Downstream raw materials:

3-Thia-5,11-diaza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,4-diene-11-carboxylic acid 4-methoxy-benzyl ester

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