Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
CAS No.:177264-43-6
Molecular Formula:C₂₃H₂₄N₂O₅S
Molecular Weight:440.52
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 9 articles about Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 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: 97.0%

: 98-59-9
p-toluenesulfonyl chloride

: 177264-41-4
6-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2,2']bipyridinyl

: 177264-43-6
Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 5h; Ambient temperature;
DOI:10.1016/0957-4166(96)00086-9

Reference yield:

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

: 177264-43-6
Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 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

8: 56 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 48 h / 120 °C / 10640 Torr

9: 97 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

With dmap; 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

: 177264-43-6
Toluene-4-sulfonic acid (4S,5S)-5-[2,2']bipyridinyl-6-yl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 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

7: 56 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 48 h / 120 °C / 10640 Torr

8: 97 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

With dmap; 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