4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine

Base Information

• Chemical Name: 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine
• CAS No.: 377090-76-1
• Molecular Formula: C₂₀H₂₉NO₄
• Molecular Weight: 347.455
• Mol file: 377090-76-1.mol

Synonyms:4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine

Chemical Property of 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine

There total 3 articles about 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine 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: 65.0%

1-hexene (592-41-6,25067-06-5) + 3-benzyl 4-methyl (4R)-2,2-dimethyloxazolidine-3,4-dicarboxylate (133464-35-4) → 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine (377090-76-1)

Guidance literature:

With triisopropoxytitanium(IV) chloride; cyclohexylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 6h;

DOI:10.1021/ol016477c

Reference yield:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate (93204-36-5) → 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine (377090-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / BF₃*Et₂O / acetone

2: 65 percent / ClTi(i-PrO)3; cyclohexylmagnesium bromide / diethyl ether; tetrahydrofuran / 6 h / 20 °C

With triisopropoxytitanium(IV) chloride; boron trifluoride diethyl etherate; cyclohexylmagnesium bromide; In tetrahydrofuran; diethyl ether; acetone; 2: Kulinkovich cyclopropanation;

DOI:10.1021/ol016477c

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 4-(2-butyl-1-hydroxy-cyclopropyl)-1-carbobenzyloxy-2,2-dimethyl-oxazolidine (377090-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaHCO₃ / H₂O / 3 h / 20 °C

2: 95 percent / BF₃*Et₂O / acetone

3: 65 percent / ClTi(i-PrO)3; cyclohexylmagnesium bromide / diethyl ether; tetrahydrofuran / 6 h / 20 °C

With triisopropoxytitanium(IV) chloride; boron trifluoride diethyl etherate; sodium hydrogencarbonate; cyclohexylmagnesium bromide; In tetrahydrofuran; diethyl ether; water; acetone; 3: Kulinkovich cyclopropanation;

DOI:10.1021/ol016477c

upstream raw materials:

1-hexene

3-benzyl 4-methyl (4R)-2,2-dimethyloxazolidine-3,4-dicarboxylate

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate

benzyl chloroformate