(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

Base Information

Chemical Name:(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol
CAS No.:916912-66-8
Molecular Formula:C₁₅H₂₀O₂
Molecular Weight:232.323
Hs Code.:

Synonyms:(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

Suppliers and Price of (S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

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Chemical Property of (S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

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Technology Process of (S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

There total 1 articles about (S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol 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: 96.0%

: 4039-82-1
Benzyl propargyl ether

: 82378-47-0
(R)-2-isopropyloxirane

: 916912-66-8
(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

Guidance literature:: Benzyl propargyl ether; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.25h;

(R)-2-isopropyloxirane; With boron trifluoride diethyl etherate; In diethyl ether; hexane; for 1h;
DOI:10.1002/chem.200600599

Reference yield: 90.0%

: 916912-66-8
(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

: 75-36-5
acetyl chloride

: 1004311-54-9
Acetic acid (S)-5-benzyloxy-1-isopropyl-pent-3-ynyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;
DOI:10.1002/chem.200600599

Reference yield:

: 916912-66-8
(S)-7-Benzyloxy-2-methyl-hept-5-yn-3-ol

: (E)-(2S,3S,7S,10S,16S,19S,22S,27S)-16-((S)-sec-Butyl)-3-hydroxy-7-isopropyl-22-(4-methoxy-benzyl)-2,17,19,20,25-pentamethyl-8,29-dioxa-14,17,20,23,30-pentaaza-tricyclo[25.2.1.0^10,14]triaconta-1⁽³⁰⁾,25-diene-9,15,18,21,24-pentaone

Guidance literature:: Multi-step reaction with 16 steps

1.1: 90 percent / pyridine / CH₂Cl₂ / 0 °C

2.1: sodium hydrogen carbonate; H₂ / Pd/C / ethanol / 12 h / 20 °C / 760 Torr

2.2: 95 percent / H₂ / palladium hydroxide on charcoal / methanol / 12 h / 20 °C / 760 Torr

3.1: 81 percent / Dess-Martin reagent / CH₂Cl₂ / 3 h / 0 °C

4.1: CF₃SO₃H; Et₃B; DIPEA / hexane; CH₂Cl₂ / 0.5 h / -10 °C

4.2: 88 percent / TiCl₄ / hexane; CH₂Cl₂ / 2 h

5.1: LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

6.1: PPTs / 24 h

7.1: 90 percent / 2,4,6-trichlorobenzoyl chloride; DIPEA; DMAP / benzene

8.1: TsOH / methanol

9.1: 2,2,6,6-tetramethylpiperidinyloxyl; KBr; NaHCO₃ / NaClO / CH₂Cl₂; H₂O / 1 h

10.1: NaClO₂; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol; various solvent(s) / 1 h

11.1: HATU; DIPEA / CH₂Cl₂ / 24 h

12.1: 62 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 3 h / -78 °C

13.1: N-methylaniline / [Pd(PPh₃)4] / tetrahydrofuran / 2 h

14.1: HATU; DIPEA / CH₂Cl₂ / 48 h / 20 °C

15.1: tetrabutylammonium fluoride / tetrahydrofuran

16.1: HATU; DIPEA / CH₂Cl₂

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl; triethyl borane; trifluorormethanesulfonic acid; diethylamino-sulfur trifluoride; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N-methylaniline; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium bromide; sodium hypochlorite; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; tert-butyl alcohol; benzene; 3.1: Dess-Martin oxidation;
DOI:10.1002/chem.200600599