(2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate

Base Information

• Chemical Name: (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate
• CAS No.: 1611459-80-3
• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.354
• Mol file: 1611459-80-3.mol

Synonyms:(2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate

Chemical Property of (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate

There total 6 articles about (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate 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:

C18H18O5 (1611459-82-5) → (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate (1611459-80-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose (34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1) → (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate (1611459-80-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; pyridine / 1.67 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / water / 6 h / 0 °C / Inert atmosphere

3: sodium periodate / methanol; water / 1 h / 20 °C / Inert atmosphere

4: sodium tetrahydroborate / methanol; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; trifluoroacetic acid; In methanol; dichloromethane; water;

DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

5-O-benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose (1611459-79-0) → (2R,3R)-3-(benzyloxy)-2,4-dihydroxybutyl benzoate (1611459-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / water / 6 h / 0 °C / Inert atmosphere

2: sodium periodate / methanol; water / 1 h / 20 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; trifluoroacetic acid; In methanol; dichloromethane; water;

DOI:10.1016/j.tetasy.2014.04.002

upstream raw materials:

C₁₈H₁₈O₅

1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

benzoyl chloride

Downstream raw materials:

[(4'R,5'R)-5'-(benzyloxy)-2',2'-dimethyl-1',3'-dioxan-4'-yl]methyl benzoate

(4R)-4-[(1'R,2'R)-2'-(benzyloxy)-1',3'-dihydroxypropyl]oxazolidin-2-one

(4R)-4-[(1'R,2'R)-2'-(benzyloxy)-1'-hydroxy-3'-(trityloxy)propyl]oxazolidin-2-one

(4R)-3-benzyl-4-[(1'R,2'R)-1',2'-bis(benzyloxy)-3'-(trityloxy)propyl]oxazolidin-2-one