(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Base Information

Chemical Name:(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one
CAS No.:496771-93-8
Molecular Formula:C₂₆H₃₃NO₇S
Molecular Weight:503.617
Hs Code.:

Synonyms:(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Suppliers and Price of (5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

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 (5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

There total 6 articles about (5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one 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: 60.0%

: 124-63-0
methanesulfonyl chloride

: 496771-91-6
(5R)-5-[(1S,2R,3R)-4-(N,N-dibenzylamino)-1-hydroxy-2,3-isopropylidenedioxybutyl]tetrahydrofuran-2-one

: 496771-93-8
(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.3987/com-02-s(m)40

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 496771-93-8
(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 96 percent / aq. sodium periodate; silica gel / CH₂Cl₂ / 1.5 h / 20 °C

3.1: glacial acetic acid; sodium cyanoborohydride / methanol / 72 h / 20 °C

3.2: pyridine; acetic anhydride / 3 h / 20 °C

3.3: 99 percent / aq. K₂CO₃ / methanol / 12 h

4.1: 44.1 g / propionic acid / toluene / 16 h / Heating

5.1: 60 percent / potassium ferricyanide; potassium carbonate; methanesulfonamide / potassium osmate dihydrate; (DHQD)2PHAL / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

6.1: 60 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

With sodium periodate; methanesulfonamide; silica gel; sodium cyanoborohydride; potassium carbonate; acetic acid; propionic acid; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol; 4.1: Claisen rearrangement / 5.1: Sharpless asymmetric dihydroxylation;
DOI:10.3987/com-02-s(m)40

Reference yield:

: 141436-58-0,126113-84-6
(-)-(1R)-1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol

: 496771-93-8
(5S)-5-[(1R,2R,3R)-4-(N,N-dibenzylamino)-2,3-isopropylidenedioxy-1-methanesulfonyloxybutyl]tetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / aq. sodium periodate; silica gel / CH₂Cl₂ / 1.5 h / 20 °C

2.1: glacial acetic acid; sodium cyanoborohydride / methanol / 72 h / 20 °C

2.2: pyridine; acetic anhydride / 3 h / 20 °C

2.3: 99 percent / aq. K₂CO₃ / methanol / 12 h

3.1: 44.1 g / propionic acid / toluene / 16 h / Heating

4.1: 60 percent / potassium ferricyanide; potassium carbonate; methanesulfonamide / potassium osmate dihydrate; (DHQD)2PHAL / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

5.1: 60 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

With sodium periodate; methanesulfonamide; silica gel; sodium cyanoborohydride; potassium carbonate; acetic acid; propionic acid; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine; In methanol; dichloromethane; water; toluene; tert-butyl alcohol; 3.1: Claisen rearrangement / 4.1: Sharpless asymmetric dihydroxylation;
DOI:10.3987/com-02-s(m)40