(3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

Base Information

• Chemical Name: (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine
• CAS No.: 1444301-53-4
• Molecular Formula: C₂₁H₃₃NO₄
• Molecular Weight: 363.497
• Mol file: 1444301-53-4.mol

Synonyms:(3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

Chemical Property of (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

There total 13 articles about (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine 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:

(3aS,4R,6S,6aR)-N-benzyl-6-(2-(tert-butoxy)ethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine fumarate salt → (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine (1444301-53-4)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 1h;

Reference yield:

2-(tert-butoxy)ethyl 4-methylbenzenesulfonate (108366-80-9) + (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol (155855-53-1) → (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine (1444301-53-4)

Guidance literature:

(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

2-(tert-butoxy)ethyl 4-methylbenzenesulfonate; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 4h; Inert atmosphere;

Reference yield:

D-ribose (10257-32-6) → (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine (1444301-53-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogenchloride / 22 h / 25 °C

2.1: 1H-imidazole; triphenylphosphine; iodine / toluene / 2 h / 70 °C

3.1: zinc; water; hydrogenchloride / ethanol / 19 h / 10 - 24 °C

4.1: sodium carbonate; magnesium sulfate / ethanol; water / 23 h / 25 °C

5.1: toluene / 5 h / Reflux

6.1: zinc; acetic acid / diethyl ether / 72 h / 0 - 25 °C

6.2: pH 7.2

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

7.2: 4 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; water; iodine; sodium hydride; sodium carbonate; magnesium sulfate; acetic acid; triphenylphosphine; zinc; In diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil;

upstream raw materials:

2-(tert-butoxy)ethyl 4-methylbenzenesulfonate

(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol

(3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate

Downstream raw materials:

ticagrelor

tert-butyl (3-((3aS,4R,6S,6aR)-6-(2-(tert-butoxy)ethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate