(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Base Information

Chemical Name:(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne
CAS No.:162131-87-5
Molecular Formula:C₂₉H₅₀O₄Si₂
Molecular Weight:518.885
Hs Code.:

Synonyms:(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Suppliers and Price of (3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

There total 10 articles about (3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 162131-86-4
(3S,5R)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yn-3-ol

: 162131-87-5
(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 162131-87-5
(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) 1.56 M n-BuLi, BF₃*Et₂O; 2.) 60percent NaH in oil / 1.) THF, hexane, -78 deg C, 1 h; 2.) THF, -10 deg C, 1.5 h

2: 93 percent / 1.56 M n-BuLi, BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

3: 92 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

4: 87 percent / 10percent aq. sodium hydroxide / methanol / 3 h / Heating

5: 88 percent / 70percent sodium bismethoxyethoxyaluminum hydride / diethyl ether; toluene / 2 h / Ambient temperature

6: 84 percent / Ti(O-i-Pr)4, 2.4 M t-BuOOH, diisopropyl L-tartarate, 4A molecular sieves / CH₂Cl₂ / 10 h / -28 °C

7: 1.016 g / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / Ambient temperature

8: 841 mg / NaI, NaHCO₃ / acetone / 23 h / Ambient temperature

9: 457 mg / Zn / methanol / 4 h / 35 °C / Irradiation

10: 98 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydride; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

: 162131-80-8
(R)-5,6-epoxy-1-(4-methoxybenzyl)oxy-2-hexyne

: 162131-87-5
(3S,5R)-3,5-di(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-1-en-7-yne

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / 1.56 M n-BuLi, BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

2: 92 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

3: 87 percent / 10percent aq. sodium hydroxide / methanol / 3 h / Heating

4: 88 percent / 70percent sodium bismethoxyethoxyaluminum hydride / diethyl ether; toluene / 2 h / Ambient temperature

5: 84 percent / Ti(O-i-Pr)4, 2.4 M t-BuOOH, diisopropyl L-tartarate, 4A molecular sieves / CH₂Cl₂ / 10 h / -28 °C

6: 1.016 g / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / Ambient temperature

7: 841 mg / NaI, NaHCO₃ / acetone / 23 h / Ambient temperature

8: 457 mg / Zn / methanol / 4 h / 35 °C / Irradiation

9: 98 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4020(01)89344-3