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

Base Information

• Chemical Name: Benzonitrile, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-
• CAS No.: 258834-86-5
• Molecular Formula: C21H32 N2 O3 Si
• Molecular Weight: 388.58
• Mol file: 258834-86-5.mol

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

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

Chemical Property:

• Boiling Point: 479.1±45.0 °C(Predicted)
• PKA: 7.30±0.70(Predicted)
• PSA: 63.51000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 4.44188

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about Benzonitrile, 4-(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: 58.0%

potassium cyanide (151-50-8) + (1S)-1-(4-bromophenyl)-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol (188744-83-4) → (1S)-5-O-tert-butyldimethylsilyl-1-(4-cyanophenyl)-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol (258834-86-5)

Guidance literature:

With palladium diacetate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 75 ℃; for 3h;

DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

1.4-dibromobenzene (106-37-6) → (1S)-5-O-tert-butyldimethylsilyl-1-(4-cyanophenyl)-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol (258834-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi

2: 58 percent / Pd(OAc)2 / hexamethylphosphoric acid triamide / 3 h / 75 °C

With palladium diacetate; n-butyllithium; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Addition / 2: Substitution;

DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole (153172-33-9) → (1S)-5-O-tert-butyldimethylsilyl-1-(4-cyanophenyl)-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol (258834-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi

2: 58 percent / Pd(OAc)2 / hexamethylphosphoric acid triamide / 3 h / 75 °C

With palladium diacetate; n-butyllithium; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Addition / 2: Substitution;

DOI:10.1016/S0968-0896(99)00210-2

upstream raw materials:

potassium cyanide

(1S)-1-(4-bromophenyl)-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

1.4-dibromobenzene

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

Downstream raw materials:

4-((2S,3S,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-pyrrolidin-2-yl)-benzonitrile