ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate

Base Information

• Chemical Name: ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate
• CAS No.: 1388893-82-0
• Molecular Formula: C₂₄H₃₃N₃O₅S
• Molecular Weight: 475.609

Synonyms:ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate

Chemical Property of ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate

There total 5 articles about ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate 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: 49.0%

ethyl 2-[(3S)-12-chloro-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1(12),2(6),8,10-tetraen-3-yl]acetate (1388893-81-9) + trans-tert-butyl 4-hydroxycyclohexylcarbamate (111300-06-2) → ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1(12),2(6),8,10-tetraen-3-yl]acetate (1388893-82-0)

Guidance literature:

trans-tert-butyl 4-hydroxycyclohexylcarbamate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

ethyl 2-[(3S)-12-chloro-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere;

Reference yield:

ethyl (2-oxocyclopentyl)acetate (20826-94-2) → ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1(12),2(6),8,10-tetraen-3-yl]acetate (1388893-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diethylamine; sulfur / ethanol / 20 °C

2.1: 20 - 180 °C / Inert atmosphere

2.2: Cooling with ice

3.1: CHIRALPAK IC / ethanol / Resolution of racemate

4.1: trichlorophosphate / 1,4-dioxane / 4 h / 110 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

With sodium hydride; sulfur; diethylamine; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; mineral oil;

Reference yield:

ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate (1029689-54-0) → ethyl 2-[(3S)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1(12),2(6),8,10-tetraen-3-yl]acetate (1388893-82-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 20 - 180 °C / Inert atmosphere

1.2: Cooling with ice

2.1: CHIRALPAK IC / ethanol / Resolution of racemate

3.1: trichlorophosphate / 1,4-dioxane / 4 h / 110 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

With sodium hydride; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; mineral oil;

upstream raw materials:

ethyl 2-[(3S)-12-chloro-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]acetate

trans-tert-butyl 4-hydroxycyclohexylcarbamate

ethyl (2-oxocyclopentyl)acetate

ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate

Downstream raw materials:

2-[(3S)-12-[[4-(dimethylamino)cyclohexyl]oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-3-yl]ethan-1-ol

tert-butyl N-(4-[[(3S)-3-(2-hydroxyethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2.6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-12-yl]oxy]cyclohexyl)carbamate

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