(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

Base Information

Chemical Name:(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester
CAS No.:202402-25-3
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

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Chemical Property of (S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

Chemical Property:

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Technology Process of (S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

There total 1 articles about (S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester 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:

: 996-82-7,34727-00-9,73177-21-6
sodium diethylmalonate

: 71998-69-1,86990-91-2,104973-80-0,69985-32-6
(S)-4-benzyloxy-1,2-butanediol

: 202402-25-3
(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

Guidance literature:: With ruthenium trichloride; sodium periodate; thionyl chloride; Yield given. Multistep reaction; 1.) CCl₄, reflux, 1 h, 2.) MeCN, H₂O, 25 deg C, 2 h, 3.) DME, reflux, 20h;
DOI:10.1021/jo9717447

Reference yield:

: 202402-25-3
(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

: 202402-23-1
(1S,2S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid ethyl ester

Guidance literature:: With potassium hydroxide; In ethanol; at 25 ℃; for 16h;
DOI:10.1021/jo9717447

Reference yield:

: 202402-25-3
(S)-2-(2-Benzyloxy-ethyl)-cyclopropane-1,1-dicarboxylic acid diethyl ester

: (1R,2R)-2-(3-Benzyloxycarbonylamino-propyl)-1-tert-butoxycarbonylamino-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 10.2 g / aq. KOH / ethanol / 16 h / 25 °C

2: 81 percent / NEt₃, N₃PO(OPh)2 / 12 h / Heating

3: 96 percent / H₂ / Pd/C / methanol / 12 h / 25 °C

4: NEt₃ / CH₂Cl₂ / 5 h / 25 °C

5: 18-crown-6 / dimethylformamide / 1.) 70 deg C, 4 h, 2.) 40 deg C, 12 h

6: 99 percent / aq. NaOH / methanol / 10 h / 25 °C

7: 136 mg / H₂, NH₄OH / Raney-Ni / methanol / 6 h / 15514.4 Torr

8: Na₂CO₃ / H₂O / 2 h / 0 °C

With potassium hydroxide; ammonium hydroxide; sodium hydroxide; 18-crown-6 ether; diphenyl phosphoryl azide; hydrogen; sodium carbonate; triethylamine; palladium on activated charcoal; nickel; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo9717447