(5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one

Base Information

• Chemical Name: (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one
• CAS No.: 104701-96-4
• Molecular Formula: C₄₁H₅₇NO₅Si
• Molecular Weight: 671.993

Synonyms:(5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one

Chemical Property of (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one

There total 18 articles about (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one 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: 87.0%

(5R)-1-benzoyl-5-benzylpyrrolidin-2-one (94063-58-8) + (4S,6S,8E,10E,12E)-1-(imidazol-1'-yl)-4,6,12-trimethyl-4-(2-trimethylsilylethoxymethoxy)tetradeca-8,10,12-trien-1-one (104701-94-2) → (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one (104701-96-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 7h;

Reference yield:

(2R,4R)-5-(dimethyl-t-butylsiloxy)-2,4-dimethylpentane-1,2-diol (122749-23-9) → (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one (104701-96-4)

Guidance literature:

Multi-step reaction with 13 steps

1: 95 percent / N-chlorosuccinimide, Me₂S, Et₃N / CH₂Cl₂ / -20 °C

2: 70 percent

3: 85 percent / Et₂N-i-Pr

4: 70 percent / Dowex 50W-X₈

5: 95 percent / H₂ / Pd/C / methanol

6: 90 percent / DMSO, oxalyl chloride

7: 70 percent

8: 1.) 9-BBN, 2.) H₂O₂, base

9: 90 percent / DMSO, oxalyl chloride

11: 90 percent / NaOH / methanol; H₂O

12: 90 percent

13: LiN(SiMe₃)2

With sodium hydroxide; N-chloro-succinimide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dimethylsulfide; N,N-diethyl-N-isopropylamine; Dowex 50W-X₈; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; dichloromethane; water;

DOI:10.1039/c39860000724

Reference yield:

(4R,6R,2E)-methyl 7-(dimethyl-t-butylsiloxy)-4-hydroxy-4,6-dimethylhept-2-enoate (122749-26-2) → (5R,4'S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-<4',6',12'-trimethyl-4'-(2-trimethylsilylethoxymethoxy)-1'-oxotetradeca-8',10',12'-trienyl>pyrrolidin-2-one (104701-96-4)

Guidance literature:

Multi-step reaction with 11 steps

1: 85 percent / Et₂N-i-Pr

2: 70 percent / Dowex 50W-X₈

3: 95 percent / H₂ / Pd/C / methanol

4: 90 percent / DMSO, oxalyl chloride

5: 70 percent

6: 1.) 9-BBN, 2.) H₂O₂, base

7: 90 percent / DMSO, oxalyl chloride

9: 90 percent / NaOH / methanol; H₂O

10: 90 percent

11: LiN(SiMe₃)2

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; N,N-diethyl-N-isopropylamine; Dowex 50W-X₈; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; water;

DOI:10.1039/c39860000724

upstream raw materials:

(5R)-1-benzoyl-5-benzylpyrrolidin-2-one

(4S,6S,8E,10E,12E)-1-(imidazol-1'-yl)-4,6,12-trimethyl-4-(2-trimethylsilylethoxymethoxy)tetradeca-8,10,12-trien-1-one

(2E,4E)-4-Methylhexa-2,4-dienylphosphonic acid diethylester

(2S,3R,4S)-5-<(tert-butyldimethylsilyl)oxy>-2,4-dimethyl-2,3-epoxy-1-pentanol

Downstream raw materials:

(16S,18S)-18-hydroxy-16,18-dimethyl-10-phenyl<11>cytochalasa-6(7),13^t-diene-1,21-dione

(16S,18S)-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

(S)-1-Benzoyl-5-benzyl-3-[(8E,10E,12E)-(4S,6S)-4,6,12-trimethyl-4-(2-trimethylsilanyl-ethoxymethoxy)-tetradeca-8,10,12-trienoyl]-1,5-dihydro-pyrrol-2-one

(16S,18S)-2-benzoyl-16,18-dimethyl-10-phenyl-18-(2-trimethylsilylethoxymethoxy)<11>cytochalasa-6(7),13^t-diene-1,21-dione

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