Intermediate of API

874638-80-9

  • Product Name：((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl) methyl benzoate
  • Molecular Formula：C20H17FO6
  • Specifications：99%
  • Molecular Weight：372.35
Inquiry

Product Details;

CasNo： 874638-80-9

Molecular Formula： C20H17FO6

High Purity ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl) methyl benzoate 874638-80-9 Powder In Stock

  • Molecular Formula:C20H17FO6
  • Molecular Weight:372.35
  • Melting Point:133 oC 
  • Boiling Point:458.6±34.0 °C(Predicted) 
  • PSA：78.90000 
  • Density:1.33 
  • LogP:2.72260 

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate(Cas 874638-80-9) Usage

Uses

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)  methyl benzoate is used as neuromuscular blocking agent

IUPAC Name: [(2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxooxolan-2-yl]methyl benzoate  
Isomeric SMILES: C[C@]1([C@@H]([C@H](OC1=O)COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)F  
InChIKey: OUKYMZJNLWKCSO-JXXFODFXSA-N  
InChI: InChI=1S/C20H17FO6/c1-20(21)16(27-18(23)14-10-6-3-7-11-14)15(26-19(20)24)12-25-17(22)13-8-4-2-5-9-13/h2-11,15-16H,12H2,1H3/t15-,16-,20-/m1/s1  

874638-80-9 Relevant articles

BI- AND MONOCYCLIC NUCLEOSIDE ANALOGS FOR TREATMENT OF HEPATITIS E

-

Page/Page column 35-36, (2021/10/22)

The present disclosure is directed towar...

Preparation method of anti-hepatitis C medicine sofosbuvir

-

Paragraph 0052; 0061-0062, (2020/07/02)

The invention discloses a preparation me...

Preparation method of sofosbuvir key intermediate

-

Paragraph 0036; 0045-0046, (2020/07/15)

The invention discloses a preparation me...

Method for preparing sofosbuvir intermediate

-

, (2019/04/17)

The invention provides a method for prep...

874638-80-9 Process route

(3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one
879551-04-9

(3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one

benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9,1033394-94-3

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
Conditions Yield
With pyridine; at 20 ℃; for 0.333333h;
87%
With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;
86%
With dmap; triethylamine; In acetonitrile; at 5 - 20 ℃; for 2h; Temperature;
84.2%
With dmap; triethylamine; In acetonitrile; at 20 - 25 ℃; for 4h; Inert atmosphere;
84%
With dmap; triethylamine; In tetrahydrofuran; at 0 - 40 ℃; for 2h;
83.9%
With dmap; triethylamine; In tetrahydrofuran; at 0 - 40 ℃; for 2h;
82.6%
With dmap; triethylamine; In acetonitrile; at 10 - 40 ℃;
70.7%
With pyridine; at 0 - 20 ℃; for 0.75h;
61.2%
With pyridine; at 0 - 20 ℃; for 0.75h;
61.2%
With pyridine; at 0 - 20 ℃; for 24h;
60%
With dmap; triethylamine; In ethyl acetate; at -5 ℃; for 2h;
51.2%
With dmap; triethylamine; In acetonitrile; at 10 - 30 ℃; for 5h; Large scale;
48.4%
With pyridine; at 0 - 20 ℃; for 0.5h;
24 g
With pyridine; at 20 ℃; for 0.5h; Solvent; Reagent/catalyst; Time; Concentration; Cooling with ice;
 
With pyridine; In acetonitrile; at 20 ℃; for 2h; Cooling with ice;
5.49 g
3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone
729596-46-7

3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9,1033394-94-3

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
Conditions Yield
3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -40 - 20 ℃; for 1h;
With fluorosulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine; In acetonitrile; Cooling with ice;
78%
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 0.08 h / -10 °C
1.2: 20 °C
2.1: dichloromethane; water; dimethyl sulfoxide / Cooling with ice
3.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
With pyridine; fluorosulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; water; dimethyl sulfoxide; acetonitrile;
 
Multi-step reaction with 4 steps
1.1: pyridine / dichloromethane / 0.08 h / -10 °C
1.2: 20 °C
2.1: water / 0.42 h
3.1: triethylamine / water; acetone / 45 °C
4.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
With pyridine; fluorosulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; water; acetone; acetonitrile;
 
Multi-step reaction with 2 steps
1: pyridine / dichloromethane / 1 h / -40 - 20 °C
2: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
With pyridine; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; acetonitrile;
 
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / Cooling with ice
2: tetra-(n-butyl)ammonium iodide; potassium nitrite / dimethyl sulfoxide; water / 75 °C
3: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
With potassium nitrite; tetra-(n-butyl)ammonium iodide; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; water; dimethyl sulfoxide; acetonitrile;
 
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 1 h / -40 - 20 °C
2: dimethyl sulfoxide / ethyl acetate
3: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
With pyridine; dimethyl sulfoxide; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; ethyl acetate; acetonitrile;
 
Multi-step reaction with 4 steps
1: pyridine / dichloromethane / 1 h / -40 - 20 °C
2: 0.5 h / 20 °C
3: triethylamine / acetone / 50 °C
4: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
With pyridine; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; acetone; acetonitrile;
 

874638-80-9 Upstream products

  • 879551-04-9
    879551-04-9

    (3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one

  • 98-88-4
    98-88-4

    benzoyl chloride

  • 93635-76-8
    93635-76-8

    (2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester

  • 1351925-17-1
    1351925-17-1

    C10H18O6

874638-80-9 Downstream products

  • 1199809-22-7
    1199809-22-7

    ((2R,3R,4R,5R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

  • 1273029-03-0
    1273029-03-0

    C27H25FN4O5S2

  • 1272971-36-4
    1272971-36-4

    C27H22FN5O5

  • 1273029-19-8
    1273029-19-8

    C24H28FN6O7P

Relevant Products