5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone

Base Information

• Chemical Name: 5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone
• CAS No.: 1583259-61-3
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 1583259-61-3.mol

Synonyms:5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone

Chemical Property of 5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone

Chemical Property:

Purity/Quality:

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Technology Process of 5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone

There total 1 articles about 5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone 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: 98.0%

(2S,3S,4R)-isopropyl 5-(benzyloxy)-3-hydroxy-2-isopropyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate (1583259-41-9) → 5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone (1583259-61-3)

Guidance literature:

With water; trifluoroacetic acid; zinc; In toluene; at 20 ℃; for 72h;

DOI:10.1021/ja502205q

Reference yield:

5-benzyloxy-3-hydroxy-2-iso-propyl-D-arabinolactone (1583259-61-3) → 5-Benzyloxy-1-hydroxy-3-hydroxy-2-isopropyl-β-D-arabinose (1583259-84-0) + 5-benzyloxy-1-hydroxy-3-hydroxy-2-isopropyl-α-D-arabinose (1583259-83-9)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h; Overall yield = 89 %; Overall yield = 59.4 mg; diastereoselective reaction;

DOI:10.1021/ja502205q

upstream raw materials:

(2S,3S,4R)-isopropyl 5-(benzyloxy)-3-hydroxy-2-isopropyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

Downstream raw materials:

5-Benzyloxy-1-hydroxy-3-hydroxy-2-isopropyl-β-D-arabinose

5-benzyloxy-1-hydroxy-3-hydroxy-2-isopropyl-α-D-arabinose