methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate

Base Information

• Chemical Name: methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate
• CAS No.: 63294-63-3
• Molecular Formula: C₁₈H₂₂O₆S
• Molecular Weight: 366.435
• Mol file: 63294-63-3.mol

Synonyms:methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate

Chemical Property of methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate

There total 5 articles about methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate 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:

methyl benzenesulfonylacetate (34097-60-4) + cis-2-acetoxy-1-(4'-toluenesulfonyloxymethyl)-3-cyclohexene (63294-70-2,73842-72-5) → methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate (63294-63-3)

Guidance literature:

With potassium hydride; Yield given. Multistep reaction; 1.) HMPA, 25 min, 2.) 60-70 deg C, 6 h;

DOI:10.1021/ja00534a030

Reference yield:

(+/-)-cis-2-acetoxy-cyclohex-3-enecarbaldehyde (52866-38-3,52866-39-4,61088-60-6) → methyl (Z)-2-benzenesulfonyl-3-(2'-acetoxy-3'-cyclohexen-1'-yl)propanoate (63294-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride / methanol / 0.5 h / 0 °C

2: 4.68 g / pyridine / 48 h / 0 °C

3: 1.) potassium hydride / 1.) HMPA, 25 min, 2.) 60-70 deg C, 6 h

With pyridine; sodium tetrahydroborate; potassium hydride; In methanol;

DOI:10.1021/ja00534a030

Reference yield:

6-formyl-2-cyclohexenyl acetate (61088-60-6) → 3-(2-Acetoxy-cyclohex-3-enyl)-2-benzenesulfonyl-propionic acid methyl ester (63294-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) NaBH₄, MeOH, (ii) /BRN= 607898/, Py

2: NaI / hexamethylphosphoric acid triamide

With sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/ja00453a070

upstream raw materials:

Acetic acid 6-(toluene-4-sulfonyloxymethyl)-cyclohex-2-enyl ester

6-formyl-2-cyclohexenyl acetate

methyl benzenesulfonylacetate

cis-2-acetoxy-1-(4'-toluenesulfonyloxymethyl)-3-cyclohexene

Downstream raw materials:

7-Benzenesulfonyl-bicyclo[4.2.0]oct-4-ene-7-carboxylic acid methyl ester

2-Benzenesulfonyl-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester