(4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose

Base Information

• Chemical Name: (4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose
• CAS No.: 55659-51-3
• Molecular Formula: C₂₃H₂₅NO₅
• Molecular Weight: 395.455

Synonyms:(4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose

Chemical Property of (4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose

Chemical Property:

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Technology Process of (4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose

There total 2 articles about (4R)-O³-benzyl-O¹,O²-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose 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: 43.0%

(S)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propan-1-ol (51306-24-2) + benzaldehyde (100-52-7) → (4R)-O3-benzyl-O1,O2-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose (55659-51-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 0 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.06.035

Reference yield:

6-benzoylamino-O3-benzyl-O1,O2-isopropylidene-O5-(toluene-4-sulfonyl)-α-D-6-deoxy-glucofuranose (53766-20-4) → (4R)-O3-benzyl-O1,O2-isopropylidene-4-((S)-2-phenyl-4,5-dihydro-oxazol-5-yl)-β-L-threofuranose (55659-51-3)

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; for 20h; Heating;

DOI:10.1246/bcsj.48.610

upstream raw materials:

6-benzoylamino-O³-benzyl-O¹,O²-isopropylidene-O⁵-(toluene-4-sulfonyl)-α-D-6-deoxy-glucofuranose

(S)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propan-1-ol

benzaldehyde

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