(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

Base Information

Chemical Name:(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate
CAS No.:1375478-69-5
Molecular Formula:C₂₁H₃₄O₄Si
Molecular Weight:378.584
Hs Code.:

Synonyms:(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

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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 (3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

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Technology Process of (3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

There total 8 articles about (3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate 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: 98.0%

: 1375478-68-4
(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-5-hydroxy-3-isopropylpentyl benzoate

: 1375478-69-5
(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

Guidance literature:: (3R,4R)-4-((tert-butyldimethylsilyl)oxy)-5-hydroxy-3-isopropylpentyl benzoate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201108564

Reference yield:

: 1375478-65-1
C₁₈H₂₆O₄

: 1375478-69-5
(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; acetic acid / 2 h / 20 - 50 °C

2.1: 1H-imidazole; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: pyridine; hydrogen fluoride / tetrahydrofuran / 7 h / 0 - 20 °C / Inert atmosphere

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; oxalyl dichloride; hydrogen fluoride; water; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201108564

Reference yield:

: 1375478-63-9
ethyl (R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methylpentanoate

: 1375478-69-5
(3R,4R)-4-((tert-butyldimethylsilyl)oxy)-3-isopropyl-5-oxopentyl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: water; acetic acid / 2 h / 20 - 50 °C

4.1: 1H-imidazole; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: pyridine; hydrogen fluoride / tetrahydrofuran / 7 h / 0 - 20 °C / Inert atmosphere

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen fluoride; water; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/anie.201108564