(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Base Information

Chemical Name:(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane
CAS No.:404344-93-0
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Suppliers and Price of (2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

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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 (2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Chemical Property:

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Technology Process of (2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

There total 5 articles about (2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane 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: 80.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 404344-92-9
(2S,3R,4R)-4-methanol-2,3-isopropylidenedioxy-1-methylenecyclopentane

: 404344-93-0
(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -70 - 20 ℃;
DOI:10.1016/S0040-4020(01)00968-1

Reference yield:

: 59210-93-4
(2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4,6-diyl)dimethanol

: 404344-93-0
(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Pseudomonas fluorescens lipase / 30 h

2: 94 percent / Ph₃P; I₂; pyridine / CH₂Cl₂ / -10 - 20 °C

3: 77 percent / DBU / benzene / 5 h / Heating

4: 96 percent / NaOCH₃ / methanol / 1 h / 20 °C

5: 80 percent / Tf₂O; 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / -70 - 20 °C

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; pseudomonas fluorescens lipase; trifluoromethylsulfonic anhydride; iodine; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In methanol; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)00968-1

Reference yield:

: 145260-33-9
(1R,2R,3S,4S)-(4-hydroxymethyl-2,3-isopropylidenedioxy-1-cyclopentyl)methyl acetate

: 404344-93-0
(2S,3R,4R)-4-benzyloxymethyl-2,3-isopropylidenedioxy-1-methylenecyclopentane

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / Ph₃P; I₂; pyridine / CH₂Cl₂ / -10 - 20 °C

2: 77 percent / DBU / benzene / 5 h / Heating

3: 96 percent / NaOCH₃ / methanol / 1 h / 20 °C

4: 80 percent / Tf₂O; 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / -70 - 20 °C

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; iodine; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In methanol; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)00968-1