Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-

Base Information

Chemical Name:Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-
CAS No.:141935-77-5
Molecular Formula:C34H45ClO6Si
Molecular Weight:613.266
Hs Code.:

Propanedioic acid,
(5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl
silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-

Synonyms:

Suppliers and Price of Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-

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Technology Process of Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)-

There total 17 articles about Propanedioic acid, (5-chloro-4-methoxy-3-methyl-3-pentenyl)[6-[[(1,1-dimethylethyl)diphenyl silyl]oxy]-2,4-hexadienyl]-, dimethyl ester, (Z,Z,E)- 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: 88.0%

: 141935-76-4
(2Z,8E,10Z)-12-tert-butyldiphenylsiloxy-2-methoxy-6,6-bis(methoxycarbonyl)-3-methyldodeca-2,8,10-trien-1-ol

: 141935-77-5
(2Z,8E,10Z)-12-tert-butyldiphenylsiloxy-1-chloro-2-methoxy-6,6-bis(methoxycarbonyl)-3-methyldodeca-2,8,10-triene

Guidance literature:: With 2,3,5-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; 1) 0 deg C, 15 min, 2) RT, 4h;
DOI:10.1055/s-1992-34151

Reference yield:

: 141935-55-9
methyl 5-tert-butyldiphenylsiloxy-3-hydroxy-2-methoxy-3-methylpentanoate

: 141935-77-5
(2Z,8E,10Z)-12-tert-butyldiphenylsiloxy-1-chloro-2-methoxy-6,6-bis(methoxycarbonyl)-3-methyldodeca-2,8,10-triene

Guidance literature:: Multi-step reaction with 9 steps

1: 30 percent / SOCl₂, pyridine / 1) -20 deg C, 20 min, 2) -20 to -10 deg C, 75 min

2: 1) K₂CO₃ / 1) MeOH, 95 min, reflux, 2) Et₂O, CH₂Cl₂, 0 deg C, 10 min

3: DIBAL-H / CH₂Cl₂ / 1.25 h / -78 °C

4: 82 percent / NEt₃ / CH₂Cl₂ / 0.75 h / 0 °C

5: 91 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

6: 85 percent / NEt₃ / CH₂Cl₂ / 0.58 h / 0 °C

7: 1) NaH, 2) KI / 1) THF, DMF, 10 min, 2) THF, DMF, 80 deg C, 6h

8: 1) NaH / 1) THF, DMF, RT, 30 min, 2) THF, DMF, RT, 4h

9: 88 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1) 0 deg C, 15 min, 2) RT, 4h

With pyridine; 2,3,5-trimethyl-pyridine; thionyl chloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; methanesulfonyl chloride; triethylamine; potassium iodide; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1992-34151

Reference yield:

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 141935-77-5
(2Z,8E,10Z)-12-tert-butyldiphenylsiloxy-1-chloro-2-methoxy-6,6-bis(methoxycarbonyl)-3-methyldodeca-2,8,10-triene

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2, DMSO, NEt₃ / < -60 deg C

2: NaH / tetrahydrofuran; dimethylformamide

3: DIBAL-H / CH₂Cl₂ / -78 °C

4: LiCl, MeSO₂Cl, collidine

5: 1) NaH / 1) THF, DMF, RT, 30 min, 2) THF, DMF, RT, 4h

6: 88 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1) 0 deg C, 15 min, 2) RT, 4h

With 2,3,5-trimethyl-pyridine; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1992-34151