Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

Base Information

Chemical Name:Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester
CAS No.:118013-58-4
Molecular Formula:C₁₉H₂₄O₇
Molecular Weight:364.395
Hs Code.:

Synonyms:Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

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Chemical Property of Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

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Technology Process of Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

There total 4 articles about Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl 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:

: 117918-39-5
methyl (3R,4R)-3-(benzyloxy)-4-hydroxy-1-cyclopentene-1-carboxylate

: 118013-58-4
Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Dibal-H / CH₂Cl₂; toluene / 3.5 h / 0 °C

2: 1.) BH₃-THF, 2.) 3 M aq NaOH, 35 percent H₂O₂ / 1.) THF, 0 deg C, 2 h, 2.) RT, 3 h

3: pyridine

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/jo00263a005

Reference yield:

: (3R,4R)-3-Benzyloxy-4-formyloxy-cyclopent-1-enecarboxylic acid methyl ester

: 118013-58-4
Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methoxide, DMSO / methanol / Ambient temperature

2: 93 percent / Dibal-H / CH₂Cl₂; toluene / 3.5 h / 0 °C

3: 1.) BH₃-THF, 2.) 3 M aq NaOH, 35 percent H₂O₂ / 1.) THF, 0 deg C, 2 h, 2.) RT, 3 h

4: pyridine

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; sodium methylate; dimethyl sulfoxide; diisobutylaluminium hydride; In methanol; dichloromethane; toluene;
DOI:10.1021/jo00263a005

Reference yield:

: 117940-39-3,118014-53-2
(3S,4R)-2-Acetoxy-3-benzyloxy-4-formyloxy-cyclopentane-1,1-dicarboxylic acid dimethyl ester

: 118013-58-4
Acetic acid (2S,3R)-3-acetoxy-5-acetoxymethyl-2-benzyloxy-cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DMSO, NaCl / 9.5 h / 120 - 155 °C

2: sodium methoxide, DMSO / methanol / Ambient temperature

3: 93 percent / Dibal-H / CH₂Cl₂; toluene / 3.5 h / 0 °C

4: 1.) BH₃-THF, 2.) 3 M aq NaOH, 35 percent H₂O₂ / 1.) THF, 0 deg C, 2 h, 2.) RT, 3 h

5: pyridine

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; sodium methylate; dimethyl sulfoxide; sodium chloride; diisobutylaluminium hydride; In methanol; dichloromethane; toluene;
DOI:10.1021/jo00263a005