Benzenamine, 3-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-

Base Information

• Chemical Name: Benzenamine, 3-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-
• CAS No.: 188745-03-1
• Molecular Formula: C20H34 N2 O3 Si
• Molecular Weight: 378.58
• Mol file: 188745-03-1.mol

Synonyms:Benzenamine,3-[6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]tetrahydro-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyrrol-4-yl]-,[3aS-(3aa,4a,6a,6aa)]-

Chemical Property of Benzenamine, 3-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-

Chemical Property:

• PSA: 65.74000
• LogP: 4.73360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, 3-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-

There total 6 articles about Benzenamine, 3-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl- 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: 61.0%

Diallyl-{3-[(3aS,4S,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-phenyl}-amine (188744-84-5) → 3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-phenylamine (188745-03-1)

Guidance literature:

With Wilkinson's catalyst; In water; acetonitrile; for 4h; Heating;

DOI:10.1016/S0040-4020(96)01172-6

Reference yield:

(3aR,4R,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole (153172-31-7) → 3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-phenylamine (188745-03-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NCS / pentane / 0.5 h / Ambient temperature

2: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

3: 58 percent / tetrahydrofuran; diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) room temperature, 30 min

4: 61 percent / (Ph₃P)3RhCl / acetonitrile; H₂O / 4 h / Heating

With 2,2,6,6-tetramethyl-piperidine; N-chloro-succinimide; Wilkinson's catalyst; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile; pentane;

DOI:10.1016/S0040-4020(96)01172-6

Reference yield:

(3aR,4R,6aS)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole (153172-32-8) → 3-[(3aS,4S,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-phenylamine (188745-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

2: 58 percent / tetrahydrofuran; diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) room temperature, 30 min

3: 61 percent / (Ph₃P)3RhCl / acetonitrile; H₂O / 4 h / Heating

With 2,2,6,6-tetramethyl-piperidine; Wilkinson's catalyst; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile;

DOI:10.1016/S0040-4020(96)01172-6

upstream raw materials:

Diallyl-{3-[(3aS,4S,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-phenyl}-amine

(3aR,4R,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole

(3aR,4R,6aS)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole