Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

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Chemical Name:Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester
CAS No.:115352-46-0
Molecular Formula:C₂₀H₃₀O₇
Molecular Weight:382.454
Hs Code.:

Synonyms:Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

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Technology Process of Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

There total 10 articles about Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester 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: 96.0%

: 115352-45-9
Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-[(R)-2-hydroxy-2-methyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-pentyl ester

: 115352-46-0
Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

Guidance literature:: With methanol; pyridinium p-toluenesulfonate; at 50 ℃; for 1.5h;
DOI:10.1016/S0040-4020(01)86915-5

Reference yield:

: 102716-68-7
(3R,6S)-3-Benzyloxy-6-((E)-3-hydroxy-2-methyl-propenyl)-tetrahydro-pyran-2-one

: 115352-46-0
Acetic acid (1S,4R)-5-acetoxy-4-benzyloxy-1-((R)-2,3-dihydroxy-2-methyl-propyl)-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 43 percent / diethyl (+)-tartrate, Ti(Oi-Pr)4, TBHP / CH₂Cl₂ / 48 h / -20 °C / diethyl (-)-tartrate instead of diethyl (+)-tartrate

2: PPTS / CH₂Cl₂ / 5 h

3: 85 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / Ambient temperature

4: 96 percent / pyridine / Ambient temperature

5: 96 percent / MeOH, PPTS / 1.5 h / 50 °C

With pyridine; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; lithium aluminium tetrahydride; diethyl (2R,3R)-tartrate; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)86915-5