5-Hexynoic acid, 6-(trimethylsilyl)-

Base Information

Chemical Name:5-Hexynoic acid, 6-(trimethylsilyl)-
CAS No.:101224-43-5
Molecular Formula:C9H16O2Si
Molecular Weight:184.31
Hs Code.:
DSSTox Substance ID:DTXSID90475329
Nikkaji Number:J2.607.366I
Wikidata:Q82305782
Mol file:101224-43-5.mol

Synonyms:101224-43-5;5-Hexynoic acid, 6-(trimethylsilyl)-;6-trimethylsilylhex-5-ynoic Acid;SCHEMBL7315206;6-trimethylsilyl-5-hexynoic acid;DTXSID90475329;TWGUMGCDHHROIM-UHFFFAOYSA-N;6-(TRIMETHYLSILYL)HEX-5-YNOIC ACID

Suppliers and Price of 5-Hexynoic acid, 6-(trimethylsilyl)-

Supply Marketing:

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

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Chemical Property of 5-Hexynoic acid, 6-(trimethylsilyl)-

Chemical Property:

PSA：37.30000
LogP:2.12210
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:184.091956283
Heavy Atom Count:12
Complexity:214

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C[Si](C)(C)C#CCCCC(=O)O

Technology Process of 5-Hexynoic acid, 6-(trimethylsilyl)-

There total 1 articles about 5-Hexynoic acid, 6-(trimethylsilyl)- 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:

: 67-56-1
methanol

: 60556-87-8
2-carbonyl-3-butenenitrile

: 14657-22-8
allenyltrimethylsilane

: 53293-00-8
hex-5-ynoic acid

: 101224-43-5
6-(trimethylsilyl)hex-5-ynoic acid:

Guidance literature:: Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1021/jo00358a008

Reference yield: 56.0%

: 101224-43-5
6-(trimethylsilyl)hex-5-ynoic acid:

: 171877-39-7
(S)-4-benzylthiazolidin-2-thione

: 1291101-88-6
C₁₉H₂₅NOS₂Si

Guidance literature:: 6-(trimethylsilyl)hex-5-ynoic acid:; With dicyclohexyl-carbodiimide; In dichloromethane; at -15 ℃; for 0.5h; Inert atmosphere;

(S)-4-benzylthiazolidin-2-thione; With dmap; In dichloromethane; at 25 ℃; Inert atmosphere;
DOI:10.1002/anie.201008000

Reference yield:

: 101224-43-5
6-(trimethylsilyl)hex-5-ynoic acid:

: 382139-19-7
(2S,4S,6S,7S,8S)-8-[(4S,6S)-2,2-Dimethyl-6-((S)-1-methyl-pent-4-ynyl)-[1,3]dioxan-4-yl]-2-ethyl-7-(4-methoxy-benzyloxy)-4,6-dimethyl-5-oxo-nonanoic acid amide

Guidance literature:: Multi-step reaction with 20 steps

1.1: triethylamine / tetrahydrofuran / -40 - 0 °C

2.1: 6.15 g / lithium chloride / tetrahydrofuran / 20 °C

3.1: sodium hexamethyldisilazide / tetrahydrofuran / 1.33 h / -78 °C

3.2: 69 percent / tetrahydrofuran / -78 - -40 °C

4.1: 74 percent / lithium borohydride / diethyl ether; H₂O / 1 h / 0 °C

5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

6.1: 2.43 g / diethyl ether / -78 - 20 °C

7.1: 94 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

8.1: (+)-B-chlorodiisopinocampheylborane; triethylamine / diethyl ether / 1 h / 0 °C

8.2: diethyl ether / 37 h / -78 - -25 °C

8.3: 48 percent / aq. hydrogen peroxide / methanol; various solvent(s) / 1 h / 0 °C / pH 7.0

9.1: 91 percent / tetramethylammonium triacetoxyborohydride; acetic acid / acetonitrile / -25 - 0 °C

10.1: 97 percent / pyridium p-toluenesulfonate / acetone

11.1: 99 percent / TBAF / tetrahydrofuran / 20 °C

12.1: 81 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

13.1: 97 percent / imidazole / dimethylformamide / 3 h / 50 °C

14.1: 90 percent / Dibal-H / CH₂Cl₂; toluene / 2 h / -78 °C

15.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

16.1: 2-methyl-2-butene; sodium dihydrogen phosphate monohydrate; sodium chlorite / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 0.67 h / 20 °C

17.1: 60.4 mg / ethyl acetate; diethyl ether / 1 h / 20 °C

18.1: 71 percent / dimethylaluminium amide / CH₂Cl₂ / 39 h / Heating

19.1: 97 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

20.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium borohydride; pyridium para-toluenesulfonate; (+)-β-chlorodiisopinocampheylborane; 2-methyl-but-2-ene; oxalyl dichloride; dimethylaluminium amide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; triethylamine; lithium chloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; 5.1: Swern oxiadtion / 7.1: Swern oxiadtion;
DOI:10.1021/ja020091v