(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Base Information

Chemical Name:(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene
CAS No.:945915-37-7
Molecular Formula:C₂₃H₂₆O₄
Molecular Weight:366.457
Hs Code.:

Synonyms:(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Suppliers and Price of (1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

There total 6 articles about (1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene 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: 88.0%

: 945915-36-6
(-)-(1R,4S,5S)-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopenten-1-ol

: 100-39-0
benzyl bromide

: 945915-37-7
(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tet.2007.04.094

Reference yield:

: 945915-30-0
(-)-(1S,4R,5R)-1-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-3-cyclopenten-1-ol

: 945915-37-7
(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / pyridine / 20 °C

2: 82 percent / p-benzoquinone / PdCl₂[CH₃CN]2 / tetrahydrofuran / 24 h / Heating

3: 90 percent / NaOH / methanol / 1.5 h / 20 °C

4: 88 percent / NaH / dimethylformamide; various solvent(s) / 1 h / 0 - 20 °C

With pyridine; sodium hydroxide; sodium hydride; p-benzoquinone; PdCl₂[CH₃CN]2; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.04.094

Reference yield:

: 945915-31-1
(-)-(1S,4R,5R)-1-benzoyloxy-1-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-3-cyclopentene

: 945915-37-7
(1R,4S,5S)-1-benzyloxy-3-[(benzyloxy)methyl]-4,5-(isopropylidenedioxy)-2-cyclopentene

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / p-benzoquinone / PdCl₂[CH₃CN]2 / tetrahydrofuran / 24 h / Heating

2: 90 percent / NaOH / methanol / 1.5 h / 20 °C

3: 88 percent / NaH / dimethylformamide; various solvent(s) / 1 h / 0 - 20 °C

With sodium hydroxide; sodium hydride; p-benzoquinone; PdCl₂[CH₃CN]2; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.04.094