(+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

Base Information

Chemical Name:(+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline
CAS No.:124583-61-5
Molecular Formula:C₁₆H₂₀N₂O₂
Molecular Weight:272.347
Hs Code.:

Synonyms:

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Chemical Property of (+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

Chemical Property:

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Technology Process of (+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

There total 6 articles about (+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline 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:

: 124583-65-9,143729-91-3,143729-95-7
(+/-)-4S-<(benzyloxy)methyl>-1-<(4'-methylphenyl)sulfonyl>cyclopent-5-eno<4,5-d>-3aR,6aS-1,3-oxazolidinone

: 124583-61-5,134875-87-9
(+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

Guidance literature:: Multi-step reaction with 3 steps

1: 91.5 percent / sodium naphthalenide / 1,2-dimethoxy-ethane; tetrahydrofuran / -78 °C

2: CH₂Cl₂ / 35 h / Ambient temperature

3: CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) from 0 deg C to RT, 9 h

With sodium naphthalenide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00055a013

Reference yield:

: 100021-11-2
(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

: 124583-61-5,134875-87-9
(+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) Pd<(OiPr)3P>4, triisopropyl phosphite / 1.) THF, a) RT, 5 h, b) 70 deg C, 40 min, 2.) THF, 70 deg C, 24 h

2: 91.5 percent / sodium naphthalenide / 1,2-dimethoxy-ethane; tetrahydrofuran / -78 °C

3: CH₂Cl₂ / 35 h / Ambient temperature

4: CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) from 0 deg C to RT, 9 h

With {(i-C₃H₇O)3P}4Pd; triisopropyl phosphite; sodium naphthalenide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00055a013

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 124583-61-5,134875-87-9
(+/-)-4S-<(benzyloxy)methyl>-2-(N,N-dimethylamino)cyclopent-5-eno<4,5-d>-3aS,6aR-oxzoline

Guidance literature:: Multi-step reaction with 4 steps

1: thiourea, O₂, methylene blue / methanol / 0 °C / Irradiation

2: 2.) (dba)3Pd₂*CHCl₃, (i-PrO)3P / 1.) THF, 2.) room temp.

3: 91 percent / Na, naphthalene / 1,2-dimethoxy-ethane / -78 °C

4: 1.) CF₃SO₃CH₃ / 1.) CH₂Cl₂

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; naphthalene; triisopropyl phosphite; oxygen; methylene blue; sodium; thiourea; methyl trifluoromethanesulfonate; In methanol; 1,2-dimethoxyethane;