6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

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Chemical Name:6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile
CAS No.:177264-40-3
Molecular Formula:C₂₈H₃₂N₂O₃Si
Molecular Weight:472.659
Hs Code.:

Synonyms:6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

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Chemical Property of 6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

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Technology Process of 6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

There total 7 articles about 6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile 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:

: 50622-09-8
2,3-O-isopropylidene-L-threitol

: 177264-40-3
6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium hydride / 1.) THF, RT, 45 min, 2.) THF, 45 min

2: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, RT, 1 h

3: NH₂OH*HCl, 10percent aq.Na₂CO₃ / methanol / 24 h

4: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1 h

5: 94 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 24 h / 120 °C / 10640 Torr

6: 3-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

7: dimethylcarbamyl chloride / CH₂Cl₂ / 5 h / Ambient temperature

With oxalyl dichloride; (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); hydroxylamine hydrochloride; sodium hydride; sodium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; N,N-Dimethylcarbamoyl chloride; In methanol; dichloromethane; toluene;
DOI:10.1016/0957-4166(96)00086-9

Reference yield:

: 136032-73-0,127251-09-6
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threitol

: 177264-40-3
6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, RT, 1 h

2: NH₂OH*HCl, 10percent aq.Na₂CO₃ / methanol / 24 h

3: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1 h

4: 94 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 24 h / 120 °C / 10640 Torr

5: 3-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

6: dimethylcarbamyl chloride / CH₂Cl₂ / 5 h / Ambient temperature

With oxalyl dichloride; (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); hydroxylamine hydrochloride; sodium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; N,N-Dimethylcarbamoyl chloride; In methanol; dichloromethane; toluene;
DOI:10.1016/0957-4166(96)00086-9

Reference yield:

: 101331-92-4
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose

: 177264-40-3
6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: NH₂OH*HCl, 10percent aq.Na₂CO₃ / methanol / 24 h

2: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1 h

3: 94 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 24 h / 120 °C / 10640 Torr

4: 3-chloroperbenzoic acid / CH₂Cl₂ / 24 h / Ambient temperature

5: dimethylcarbamyl chloride / CH₂Cl₂ / 5 h / Ambient temperature

With (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); hydroxylamine hydrochloride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; N,N-Dimethylcarbamoyl chloride; In methanol; dichloromethane; toluene;
DOI:10.1016/0957-4166(96)00086-9