(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Base Information

Chemical Name:(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate
CAS No.:863642-46-0
Molecular Formula:C₂₁H₂₃FO₅
Molecular Weight:374.409
Hs Code.:

Synonyms:(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Suppliers and Price of (3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

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 1 raw suppliers

Chemical Property of (3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Chemical Property:

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

There total 8 articles about (3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate 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: 93.0%

: 108-24-7
acetic anhydride

: (3R,4R,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-ol

: 863642-46-0
(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Guidance literature:: With pyridine; dmap; at 22 ℃; for 16h;
DOI:10.1021/ja0524043

Reference yield:

: (3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl trifluoromethanesulfonate

: 863642-46-0
(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 0.682 g / TBAF / tetrahydrofuran / 0 - 22 °C

2: 54 percent / aq. TFA / 5 h

3: 93 percent / pyridine; DMAP / 16 h / 22 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1021/ja0524043

Reference yield:

: 131139-02-1
(3aS,5R,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

: 863642-46-0
(3R,4R,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-3-fluorotetrahydrofuran-2-yl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / d,l-camphorsulfonic acid / 12 h / Heating

2: pyridine / CH₂Cl₂ / 0.33 h / 0 °C

3: 0.682 g / TBAF / tetrahydrofuran / 0 - 22 °C

4: 54 percent / aq. TFA / 5 h

5: 93 percent / pyridine; DMAP / 16 h / 22 °C

With pyridine; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0524043