3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

Base Information

Chemical Name:3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester
CAS No.:123886-96-4
Molecular Formula:C₂₆H₃₈O₆
Molecular Weight:446.584
Hs Code.:

Synonyms:3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

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Chemical Property of 3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

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Technology Process of 3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

There total 1 articles about 3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl 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: 67.9%

: 501-53-1,94274-21-2
benzyl chloroformate

: 123886-93-1
ethyl 3-(5α-hydroxy-2,2,4α-trimethyl-3α-(3-oxobutyl)cyclohexan-1α-yl)propionate

: 123886-96-4
3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

: 100-51-6,185532-71-2
benzyl alcohol

Guidance literature:: With pyridine; sodium acetate; pyridinium chlorochromate; Ambient temperature; 1.) toluene, THF; 2.) CH₂Cl₂, 30 min;
DOI:10.1248/cpb.36.4722

Reference yield: 82.6%

: 123886-96-4
3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

: 123887-01-4
3-[(1S,3R,4S,5R)-3-(2-Acetoxy-ethyl)-5-benzyloxycarbonyloxy-2,2,4-trimethyl-cyclohexyl]-propionic acid ethyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 55 ℃; for 44h;
DOI:10.1248/cpb.36.4722

Reference yield:

: 123886-96-4
3-[(1S,3R,4S,5R)-5-Benzyloxycarbonyloxy-2,2,4-trimethyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid ethyl ester

: 123887-21-8
Acetic acid 2-[(1R,5S)-5-(2-chlorocarbonyl-ethyl)-2,6,6-trimethyl-cyclohex-2-enyl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82.6 percent / mCPBA / 1,2-dichloro-ethane / 44 h / 55 °C

2: 89.5 percent / hydrogen / 10percent Pd-C / ethanol / 0.5 h / Ambient temperature

3: 89.1 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 12 h / Ambient temperature

4: 400 mg / 1.) KOH; 2.) Ac₂O / Ambient temperature; 1.) aq. EtOH; 2.) pyridine

5: oxalyl chloride / benzene / 1 h, rt. then 1 h, 60 deg C

With potassium hydroxide; oxalyl dichloride; hydrogen; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; benzene;
DOI:10.1248/cpb.36.4722