tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate

Base Information

• Chemical Name: tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate
• CAS No.: 1613270-20-4
• Molecular Formula: C₂₄H₃₇NO₃
• Molecular Weight: 387.563
• Mol file: 1613270-20-4.mol

Synonyms:tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate

Chemical Property of tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate

There total 10 articles about tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate 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:

ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate (62141-26-8) → tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate (1613270-20-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.58 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

2.2: 20 °C

3.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

4.2: -40 - 20 °C

5.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

5.2: 2.5 h / 0 - 20 °C

6.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

6.2: 0.58 h / -78 - 20 °C

7.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

8.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

9.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

10.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium aluminium tetrahydride; oxalyl dichloride; diborane-dimethylsulfide complex; potassium tert-butylate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; acetonitrile; mineral oil; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination / 6.1: |Swern Oxidation / 6.2: |Swern Oxidation;

Reference yield:

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate (51656-91-8) → tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate (1613270-20-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 1810.07 Torr

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.58 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

3.2: 20 °C

4.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

5.2: -40 - 20 °C

6.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

6.2: 2.5 h / 0 - 20 °C

7.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

7.2: 0.58 h / -78 - 20 °C

8.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

9.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

10.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

11.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium aluminium tetrahydride; oxalyl dichloride; diborane-dimethylsulfide complex; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; acetonitrile; mineral oil; 5.1: |Wittig Olefination / 5.2: |Wittig Olefination / 7.1: |Swern Oxidation / 7.2: |Swern Oxidation;

Reference yield:

2-(1,4-dioxaspiro[4.5]decan-8-yl)ethanol (135761-76-1) → tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)but-3-enyl)-carbamate (1613270-20-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

1.2: 20 °C

2.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

3.2: -40 - 20 °C

4.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.2: 2.5 h / 0 - 20 °C

5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

5.2: 0.58 h / -78 - 20 °C

6.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

7.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

8.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

9.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; oxalyl dichloride; diborane-dimethylsulfide complex; potassium tert-butylate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; mineral oil; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;

upstream raw materials:

ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate

2-(1,4-dioxaspiro[4.5]decan-8-yl)ethanol

8-(2-(benzyloxy)ethyl)-1,4-dioxaspiro[4.5]decane

Downstream raw materials:

tert-butyl-N-(1-(trans-4-(2-(benzyloxy)ethyl)cyclohexyl)-3-oxopropyl)carbamate

tert-butyl 1-(trans-4-(2-hydroxyethyl)cyclohexyl)-3-oxopropylcarbamate

2-(trans-4-(1-(tert-butoxycarbonylamino)-3-oxopropyl)cyclohexyl)ethyl acetate

2-(trans-4-(1-(tert-butoxycarbonylamino)-3-hydroxypropyl)cyclohexyl)ethyl acetate

Refernces