(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate

Base Information

• Chemical Name: (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate
• CAS No.: 117678-62-3
• Molecular Formula: C₃₁H₃₈O₆
• Molecular Weight: 506.639
• Mol file: 117678-62-3.mol

Synonyms:(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate

Chemical Property of (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate

There total 7 articles about (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate 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: 80.0%

(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-<(tert-butyldimethylsilyl)oxy>-5-oxohept-6-enoate (117678-61-2) → (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate (117678-62-3)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 48h;

DOI:10.1021/jm00121a036

Reference yield:

(4S,5S)-4,5-bis(hydroxymethyl)cyclohexene (15679-27-3) → (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate (117678-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 32 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 91 h / Ambient temperature

2: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 25 min, 2a) -78 deg C, 5 min, b) to.r.t.

3: 77 percent / LiBr, NEt₃ / acetonitrile / 16 h / Ambient temperature

4: 80 percent / nBu₄NF*3H₂O, HOAc / tetrahydrofuran / 48 h

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00121a036

Reference yield:

(S)-(+)-2-methylbutyric anhydride (84131-91-9) → (3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate (117678-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 32 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 91 h / Ambient temperature

2: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 25 min, 2a) -78 deg C, 5 min, b) to.r.t.

3: 77 percent / LiBr, NEt₃ / acetonitrile / 16 h / Ambient temperature

4: 80 percent / nBu₄NF*3H₂O, HOAc / tetrahydrofuran / 48 h

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00121a036

upstream raw materials:

(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-<(tert-butyldimethylsilyl)oxy>-5-oxohept-6-enoate

(4S,5S)-4,5-bis(hydroxymethyl)cyclohexene

(S)-(+)-2-methylbutyric anhydride

(1S,2S,2'S)-2-<(2'-methyl-1'-oxobutoxy)methyl>cyclohex-4-enecarboxaldehyde

Downstream raw materials:

(3R,1'R,2'S,2''S)-7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohexyl>-3-hydroxy-5-oxoheptanoic acid