benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Base Information

Chemical Name:benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside
CAS No.:288380-92-7
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Suppliers and Price of benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

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 benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

There total 8 articles about benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside 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: 88.0%

: 107-30-2
chloromethyl methyl ether

: 288380-75-6
benzyl 3-deoxy-3-C-methylene-5-O-pivaloyl-α-D-lyxo-pentofuranoside

: 288380-92-7
benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0960-894X(00)00189-X

Reference yield:

: 55174-92-0
1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-erythro-pent-3-ulofuranose

: 288380-92-7
benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / NaHMDS / tetrahydrofuran / 1.5 h / -78 - 20 °C

2: 58 percent / 4 M HCl / toluene; dioxane / 16 h / 0 - 20 °C

3: PPh₃; azodicarboxylic acid diethyl ester / tetrahydrofuran; toluene / 3.25 h / 0 - 20 °C

4: 1.67 g / NaOH / methanol; H₂O / 1 h / 0 °C

5: 88 percent / iPr₂NEt; Bu₄NI / CH₂Cl₂ / 14 h / 0 - 20 °C

With hydrogenchloride; sodium hydroxide; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; 1: Wittig reaction / 3: Mitsunobu reaction;
DOI:10.1021/jo010375i

Reference yield:

: 55174-91-9
(-)-1,2-O-isopropylidene-5-O-pivaloyl-α-D-xylofuranose

: 288380-92-7
benzyl 3-deoxy-3-C-methylene-2-O-methoxymethyl-5-O-pivaloyl-α-D-lyxo-pentofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 4 Angstroem molecular sieves; pyridinium chlorochromate / CH₂Cl₂ / 3 h / 20 °C

2: 85 percent / NaHMDS / tetrahydrofuran / 1.5 h / -78 - 20 °C

3: 58 percent / 4 M HCl / toluene; dioxane / 16 h / 0 - 20 °C

4: PPh₃; azodicarboxylic acid diethyl ester / tetrahydrofuran; toluene / 3.25 h / 0 - 20 °C

5: 1.67 g / NaOH / methanol; H₂O / 1 h / 0 °C

6: 88 percent / iPr₂NEt; Bu₄NI / CH₂Cl₂ / 14 h / 0 - 20 °C

With hydrogenchloride; sodium hydroxide; 4 A molecular sieve; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; 2: Wittig reaction / 4: Mitsunobu reaction;
DOI:10.1021/jo010375i