<1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate

Base Information

• Chemical Name: <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate
• CAS No.: 138457-80-4
• Molecular Formula: C₃₃H₃₃NO₇S
• Molecular Weight: 587.694
• Mol file: 138457-80-4.mol

Synonyms:<1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate

Chemical Property of <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate

There total 5 articles about <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate 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: 76.0%

(1R,1α,3α)-6,6-Dimethyl-4-<2-tert-butoxy-2-oxo-1-(phenylsulfonyl)ethyl>-3-oxabicyclo<3.1.0>hexan-2-one (138336-34-2) + (S)-m-phenoxybenzaldehyde cyanohydrin (39515-47-4,52315-06-7,61826-76-4,71962-66-8) → <1R,1α(S*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate (138457-80-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00028a034

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → <1R,1α(S*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate (138457-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / t-BuOK / tetrahydrofuran / Ambient temperature

2: 88 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / Ambient temperature

3: 65 percent / pyrrolidine / tetrahydrofuran / Ambient temperature

4: 76 percent / DMAP, dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With pyrrolidine; dmap; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00028a034

Reference yield:

tert-butyl (phenylthio)acetate (63006-68-8) → <1R,1α(S*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate (138457-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / Ambient temperature

2: 65 percent / pyrrolidine / tetrahydrofuran / Ambient temperature

3: 76 percent / DMAP, dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With pyrrolidine; dmap; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00028a034

upstream raw materials:

(1R,1α,3α)-6,6-Dimethyl-4-<2-tert-butoxy-2-oxo-1-(phenylsulfonyl)ethyl>-3-oxabicyclo<3.1.0>hexan-2-one

(S)-m-phenoxybenzaldehyde cyanohydrin

bromoacetic acid tert-butyl ester

tert-butyl (phenylthio)acetate

Refernces