(-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS No.: 196940-67-7
• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 331.455
• Mol file: 196940-67-7.mol

Synonyms:(-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Chemical Property of (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

There total 7 articles about (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 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: 56.0%

2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (E)-(S)-6-phenyl-1-tributylstannanyl-hex-5-enyl ester → (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (196940-67-7)

Guidance literature:

With n-butyllithium; In diethyl ether; at -78 ℃; for 2h;

DOI:10.1021/ol026068w

Reference yield: 32.0%

(Z)-6-phenylhex-5-enyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (196940-65-5) → (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (196940-67-7)

Guidance literature:

With sec.-butyllithium; (-)-sparteine; In diethyl ether; at -78 ℃; for 20h;

DOI:10.1002/(SICI)1522-2675(19991110)82:11<1860::AID-HLCA1860>3.0.CO;2-8

Reference yield: 30.0%

2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (Z)-6-phenyl-hex-5-enyl ester → (-)-(1R,2S)(Z)-2-benzylcyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (196940-67-7)

Guidance literature:

With sec.-butyllithium; (-)-sparteine; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 20h;

DOI:10.1002/anie.199717641

upstream raw materials:

(Z)-6-phenylhex-5-enyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

5-bromopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

5-hydroxypentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

benzaldehyde

Downstream raw materials:

(-)-(1R,2S)-2-benzylcyclopentyl acetate

(-)-(1R,2S)-2-benzylcyclopentanol