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

Base Information

Chemical Name:4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester
CAS No.:833487-68-6
Molecular Formula:C₂₅H₃₁NO₅Si
Molecular Weight:453.61
Hs Code.:

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

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Chemical Property of 4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

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Technology Process of 4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

There total 4 articles about 4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid 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: 79.0%

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

: 833487-68-6
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ol0477529

Reference yield:

: 833487-58-4
C₄₅H₅₄NO₄PSi₂

: 833487-68-6
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 50 percent / NaHCO₃ / CH₂Cl₂ / 20 °C

2.1: 79 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

With hydrogenchloride; Dess-Martin periodane; In methanol; dichloromethane;
DOI:10.1021/ol0477529

Reference yield:

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

: 833487-68-6
4-[(1SR,2Z,4R)-1-benzyloxycarbonylamino-4-methyl-5-oxo-2-trimethylsilanylpent-2-enyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 79 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

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