Benzoic acid, 4-[(2Z,4R)-5-hydroxy-4-methyl-1-[[(phenylmethoxy)carbonyl]amino]-2-(tri methylsilyl)-2-pentenyl]-, methyl ester

Base Information

Chemical Name:Benzoic acid, 4-[(2Z,4R)-5-hydroxy-4-methyl-1-[[(phenylmethoxy)carbonyl]amino]-2-(tri methylsilyl)-2-pentenyl]-, methyl ester
CAS No.:833487-59-5
Molecular Formula:C25H33NO5Si
Molecular Weight:455.626
Hs Code.:

Synonyms:4-((Z)-(R)-1-Benzyloxycarbonylamino-5-hydroxy-4-methyl-2-trimethylsilanyl-pent-2-enyl)-benzoic acid methyl ester;

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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 Benzoic acid, 4-[(2Z,4R)-5-hydroxy-4-methyl-1-[[(phenylmethoxy)carbonyl]amino]-2-(tri methylsilyl)-2-pentenyl]-, methyl ester

Chemical Property:

PSA：84.86000
LogP:5.26380

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-[(2Z,4R)-5-hydroxy-4-methyl-1-[[(phenylmethoxy)carbonyl]amino]-2-(tri methylsilyl)-2-pentenyl]-, methyl ester

There total 3 articles about Benzoic acid, 4-[(2Z,4R)-5-hydroxy-4-methyl-1-[[(phenylmethoxy)carbonyl]amino]-2-(tri methylsilyl)-2-pentenyl]-, methyl 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: 50.0%

: 833487-58-4
C₄₅H₅₄NO₄PSi₂

: 501-53-1,94274-21-2
benzyl chloroformate

: 833487-59-5
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-5-hydroxy-4-methyl-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: C₄₅H₅₄NO₄PSi₂; With hydrogenchloride; In methanol; at 20 ℃; for 10h;

benzyl chloroformate; With sodium hydrogencarbonate; In dichloromethane; at 20 ℃;
DOI:10.1021/ol0477529

Reference yield:

: 194610-23-6
(R)-tert-butyl((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane

: 833487-59-5
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-5-hydroxy-4-methyl-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

1.2: 90 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: Cp₂ZrHCl / CH₂Cl₂ / 0.25 h / 20 °C

2.2: Me₂Zn / toluene / 1.08 h / -78 - 20 °C

2.3: 73 percent / toluene / 4 h / 50 °C

3.1: hydrogen chloride / methanol / 10 h / 20 °C

3.2: 50 percent / NaHCO₃ / CH₂Cl₂ / 20 °C

With hydrogenchloride; Schwartz's reagent; n-butyllithium; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol0477529

Reference yield:

: 833487-65-3
(R)-tert-butyl-(2-methyl-4-trimethylsilanylbut-3-ynyloxy)diphenylsilane

: 833487-59-5
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-5-hydroxy-4-methyl-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Cp₂ZrHCl / CH₂Cl₂ / 0.25 h / 20 °C

1.2: Me₂Zn / toluene / 1.08 h / -78 - 20 °C

1.3: 73 percent / toluene / 4 h / 50 °C

2.1: hydrogen chloride / methanol / 10 h / 20 °C

2.2: 50 percent / NaHCO₃ / CH₂Cl₂ / 20 °C

With hydrogenchloride; Schwartz's reagent; In methanol; dichloromethane;
DOI:10.1021/ol0477529