2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Base Information

Chemical Name:2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine
CAS No.:133473-19-5
Molecular Formula:C₃₇H₃₉NO₇S
Molecular Weight:641.785
Hs Code.:

Synonyms:2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Suppliers and Price of 2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

There total 27 articles about 2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine 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: 55.0%

: 133473-18-4
2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

: 98-59-9
p-toluenesulfonyl chloride

: 133473-19-5
2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: With dmap; In dichloromethane; 1) 0 deg C, 1 h, 2) r.t., 14 h;
DOI:10.1021/jo00011a047

Reference yield:

: 117462-55-2
methyl 2-azido-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

: 133473-19-5
2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

2: Pb(NO₃)2, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: 94 percent / DIBAL / toluene / 0.5 h / -78 °C

4: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h, 2) 20 min.

5: 91 percent / tetrahydrofuran / 1 h / -40 deg C to r.t.

6: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h 2) 20 min

7: HBr, H₂O / diethyl ether / 0.5 h / 0 °C

8: NaHCO₃, Na₂CO₃ / H₂O / 2.5 h / Ambient temperature

9: 94 percent / NaBH₄ / ethanol / 1.5 h / 0 °C

10: 55 percent / DMAP / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) r.t., 14 h

With dmap; sodium tetrahydroborate; N-chloro-succinimide; lead(II) nitrate; dimethylsulfide; water; hydrogen bromide; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/jo00011a047

Reference yield:

: 117462-55-2
methyl 2-azido-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

: 133473-19-5,133575-24-3
2-(1',2'-O-isopropylidene-4'-O-tosyl-1',2',3',4'-tetrahydroxybutyl)-3-hydroxy-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 14 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

2: Pb(NO₃)2, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: 94 percent / DIBAL / toluene / 0.5 h / -78 °C

4: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h, 2) 20 min.

5: 91 percent / tetrahydrofuran / 1 h / -40 deg C to r.t.

6: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h 2) 20 min

7: HBr, H₂O / diethyl ether / 0.5 h / 0 °C

8: NaHCO₃, Na₂CO₃ / H₂O / 2.5 h / Ambient temperature

9: 80 percent / pyridine / 20 h / 0 °C

10: pyridine / CH₂Cl₂ / 0.33 h / -15 °C

11: 1) Bu₄NOAc, 2) DMAP, Py / 1) CH₃CN, 40 deg C, 50 min, 2) 3 h, r.t.

12: 93 percent / NaBH₄ / ethanol

13: 93 percent / K₂CO₃ / methanol / 1 h / 0 °C

14: 1) methyl triflate, 2) N-methylimidazole / 1) THF, 0 deg C, 40 min, 2) THF

With pyridine; 1-methyl-1H-imidazole; dmap; sodium tetrahydroborate; N-chloro-succinimide; lead(II) nitrate; dimethylsulfide; water; hydrogen bromide; hydrogen; tetrabutylammonium acetate; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; triethylamine; methyl trifluoromethanesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/jo00011a047