Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Base Information

Chemical Name:Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester
CAS No.:479231-65-7
Molecular Formula:C₄₈H₆₄O₅S₂Si
Molecular Weight:813.251
Hs Code.:

Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Synonyms:Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

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Chemical Property of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

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Technology Process of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

There total 13 articles about Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl 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: 87.0%

: 76745-20-5
Methyl 5S-benzoyloxy-5-formylvalerate

: [(2E,4E,8Z)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-14,14-bis-ethylsulfanyl-tetradeca-2,4,8-trienyl]-tris-(3-methoxy-phenyl)-phosphonium; bromide

: 479231-65-7
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

: Benzoic acid (2E,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane; In tetrahydrofuran; at -93 - 15 ℃; for 2h;
DOI:10.1016/S0040-4039(02)01206-6

Reference yield:

: 57978-00-4
6-bromohexanal

: 479231-65-7
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃*Et₂O / 20 °C

2: acetonitrile / 48 h / Heating

3: 70 percent / n-Buli / tetrahydrofuran / 2 h / -78 - 20 °C

4: DIBAL-H / CH₂Cl₂ / 1 h / -60 - -20 °C

5: DIPHOS; CBr₄ / CH₂Cl₂ / 0.33 h / 0 °C

6: 44 percent / CH₂Cl₂ / 20 °C

7: 87 percent / NaN(SiMe₃)2; HMPA / tetrahydrofuran / 2 h / -93 - 15 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; carbon tetrabromide; temephos; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; acetonitrile; 7: Wittig reaction;
DOI:10.1016/S0040-4039(02)01206-6

Reference yield:

: 4286-55-9
1-bromo-6-hexanol

: 479231-65-7
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-diphenyl-silanyloxy)-16,16-bis-ethylsulfanyl-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: PCC; Al₂O₃ / CH₂Cl₂ / 0.5 h / 20 °C

2: BF₃*Et₂O / 20 °C

3: acetonitrile / 48 h / Heating

4: 70 percent / n-Buli / tetrahydrofuran / 2 h / -78 - 20 °C

5: DIBAL-H / CH₂Cl₂ / 1 h / -60 - -20 °C

6: DIPHOS; CBr₄ / CH₂Cl₂ / 0.33 h / 0 °C

7: 44 percent / CH₂Cl₂ / 20 °C

8: 87 percent / NaN(SiMe₃)2; HMPA / tetrahydrofuran / 2 h / -93 - 15 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; aluminum oxide; n-butyllithium; carbon tetrabromide; temephos; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile; 8: Wittig reaction;
DOI:10.1016/S0040-4039(02)01206-6