4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester
CAS No.:1026069-26-0
Molecular Formula:C₅₃H₇₃NO₁₀SSi
Molecular Weight:944.315
Hs Code.:

4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

Synonyms:4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

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Chemical Property of 4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

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Technology Process of 4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

There total 31 articles about 4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl 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:

: Ethyl (4R)-5-(tetrahydropyran-2-yloxy)-4-methyl-2-pentenoate

: 1026069-26-0
4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 6 h / 25 °C

2: LiAlH₄ / diethyl ether / 0.5 h / 25 °C

3: 99 percent / imidazole / dimethylformamide / 18 h / 25 °C

4: 80 percent / p-TsOH*H₂O / methanol / 0.83 h / 25 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) 25 deg C, 30 min

6: BF₃*Et₂O / CH₂Cl₂ / 1.) -86 deg C, 15 min; -86 to -70 deg C, 45 min, 2.) 0 deg C, 1 h

7: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 18 h / 25 °C

8: 1.) 9-BBN, 2.) 3 N aq. NaOH, 31percent aq. H₂O₂ / 1.) THF, 25 deg C, 17 h, 2.) 25 deg C, 7 h

9: 87 percent / pyridine, n-Bu₃P / 45 h / 25 °C

10: 100 percent / 80percent m-CPBA, NaHCO₃ / CH₂Cl₂ / 1.5 h / 25 °C

11: n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) 25 deg C, 4.5 h

With pyridine; 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; tributylphosphine; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00121a026

Reference yield:

: 123595-52-8
(2R)-2-Methyl-5-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-1-pentanol

: 1026069-26-0
4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) 25 deg C, 30 min

2: BF₃*Et₂O / CH₂Cl₂ / 1.) -86 deg C, 15 min; -86 to -70 deg C, 45 min, 2.) 0 deg C, 1 h

3: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 18 h / 25 °C

4: 1.) 9-BBN, 2.) 3 N aq. NaOH, 31percent aq. H₂O₂ / 1.) THF, 25 deg C, 17 h, 2.) 25 deg C, 7 h

5: 87 percent / pyridine, n-Bu₃P / 45 h / 25 °C

6: 100 percent / 80percent m-CPBA, NaHCO₃ / CH₂Cl₂ / 1.5 h / 25 °C

7: n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) 25 deg C, 4.5 h

With pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; tributylphosphine; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00121a026

Reference yield:

: 152033-12-0
(4R)-5-(Tetrahydropyran-2-yloxy)-4-methyl-1-pentanol

: 1026069-26-0
4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / imidazole / dimethylformamide / 18 h / 25 °C

2: 80 percent / p-TsOH*H₂O / methanol / 0.83 h / 25 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) 25 deg C, 30 min

4: BF₃*Et₂O / CH₂Cl₂ / 1.) -86 deg C, 15 min; -86 to -70 deg C, 45 min, 2.) 0 deg C, 1 h

5: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 18 h / 25 °C

6: 1.) 9-BBN, 2.) 3 N aq. NaOH, 31percent aq. H₂O₂ / 1.) THF, 25 deg C, 17 h, 2.) 25 deg C, 7 h

7: 87 percent / pyridine, n-Bu₃P / 45 h / 25 °C

8: 100 percent / 80percent m-CPBA, NaHCO₃ / CH₂Cl₂ / 1.5 h / 25 °C

9: n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 30 min, 2.) 25 deg C, 4.5 h

With pyridine; 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; tributylphosphine; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00121a026