dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether

Base Information

• Chemical Name: dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether
• CAS No.: 123489-97-4
• Molecular Formula: C₃₂H₃₁NO₃S
• Molecular Weight: 509.669
• Mol file: 123489-97-4.mol

Synonyms:dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether

Chemical Property of dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether

There total 5 articles about dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether 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:

dl-cis-2-(2-aminocyclopent-4-enyl)ethanol triphenylmethyl ether (113007-94-6) + benzenesulfonyl chloride (98-09-9) → dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether (123489-97-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jm00163a038

Reference yield:

1-hydroxy-2-(2-hydroxyethyl)cyclopent-3-ene (49826-08-6,54483-54-4,54483-55-5,75331-67-8) → dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether (123489-97-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / Ambient temperature

2: 40.9 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 0.25 h / Ambient temperature

3: 95 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 5 h / Heating

4: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

5: NaN₃ / dimethylformamide / 5 h / 75 °C

6: 1.) Ph₃P, 2.) H₂O / 1.) RT, 15 h, 2.) a.) 45 deg C, 2 h, b.) reflux, 1 h

7: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; sodium azide; water; sodium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a038

Reference yield:

dl-trans-2-(2-hydroxycyclopent-4-enyl)ethanol triphenylmethyl ether (112967-37-0) → dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol triphenylmethyl ether (123489-97-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: NaN₃ / dimethylformamide / 5 h / 75 °C

3: 1.) Ph₃P, 2.) H₂O / 1.) RT, 15 h, 2.) a.) 45 deg C, 2 h, b.) reflux, 1 h

4: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With sodium azide; water; triethylamine; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a038

upstream raw materials:

dl-cis-2-(2-aminocyclopent-4-enyl)ethanol triphenylmethyl ether

benzenesulfonyl chloride

1-hydroxy-2-(2-hydroxyethyl)cyclopent-3-ene

dl-trans-2-(2-hydroxycyclopent-4-enyl)ethanol triphenylmethyl ether

Downstream raw materials:

dl-cis-2-<2-<(phenylsulfonyl)amino>cyclopent-4-enyl>ethanol

dl-methyl (1β,2α,3α,5β)-7-<3-<(phenylsulfonyl)amino>-6-oxabicyclo<3.1.0>hex-2-yl>-5(Z)-heptenoate

dl-methyl (1α,2α,3α,5α)-7-<3-<(phenylsulfonyl)amino>-6-oxabicyclo<3.1.0>hex-2-yl>-5(Z)-heptenoate

dl-(1β,2α,3α,5β)-7-<3-<(phenylsulfonyl)amino>-6-oxabicyclo<3.1.0>hex-2-yl>-5(Z)-heptenoic acid