4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Base Information

Chemical Name:4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether
CAS No.:248601-83-4
Molecular Formula:C₅₇H₉₀O₉Si
Molecular Weight:947.422
Hs Code.:

Synonyms:4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Suppliers and Price of 4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

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 4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

There total 23 articles about 4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether 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: 48.0%

: 198541-55-8
(R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-5-methyl-2-oxo-2,5-dihydro-furan-3-yl)-pentanal

: (6R,7R,10R,11R,14R,15S)-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosan-1-yltriphenylphosphonium iodide

: 248601-83-4
4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Guidance literature:: (6R,7R,10R,11R,14R,15S)-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosan-1-yltriphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.333333h;

(R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-5-methyl-2-oxo-2,5-dihydro-furan-3-yl)-pentanal; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1021/jo990599p

Reference yield:

: 142925-91-5
(4S,5S)-(-)-4,5-Dihydroxy-4,5-O-isopropylidenheptadecansaeure-methylester

: 248601-83-4
4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Guidance literature:: Multi-step reaction with 23 steps

1.1: 97 percent / LiAlH₄ / diethyl ether / 0 °C / Heating

2.1: 84 percent / PCC; Celite / CH₂Cl₂ / 2 h / 20 °C

3.1: 88 percent / tetrahydrofuran; diethyl ether / 0.5 h / -20 °C

4.1: 86 percent / propionic acid / xylene / 2 h / Heating

5.1: 85 percent / TsOH / methanol; H₂O / 16 h / 20 °C

6.1: triethyl orthoacetate; chlorotrimethylsilane / CH₂Cl₂ / 0.5 h / 40 °C

6.2: 3.1 g / K₂CO₃ / methanol / 2 h / 20 °C

7.1: AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 16 h / 0 °C

7.2: 64 percent / Amberlyst 15 / CH₂Cl₂ / 16 h / 20 °C

8.1: 89 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

9.1: 90 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

10.1: 84 percent / toluene / 16 h / 80 °C

11.1: 98 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

12.1: (+)-diethyl tartrate; Ti(i-PrO)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

12.2: 82 percent / TBHP / CH₂Cl₂; 2,2,4-trimethyl-pentane / 16 h / -20 °C

13.1: 96 percent / DMAP; diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

14.1: 96 percent / triethylamine / CH₂Cl₂ / 2 h / -30 - 0 °C

15.1: 91 percent / TsOH / methanol / 2 h / 20 °C

16.1: 75 percent / K₂CO₃ / methanol / 1 h / 20 °C

17.1: n-BuLi / tetrahydrofuran / 1 h / -78 - 20 °C

17.2: 85 percent / BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

18.1: 99 percent / H₂ / Lindlar catalyst / hexane / 2 h / 760 Torr

19.1: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

20.1: 95 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

21.1: 90 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 1 h / 0 °C

22.1: 87 percent / NaHCO₃ / acetonitrile / 48 h / 40 °C

23.1: n-BuLi / tetrahydrofuran / 0.33 h / 0 °C

23.2: 48 percent / tetrahydrofuran / 0.33 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; methanesulfonamide; 4 A molecular sieve; AD-mix-β; Celite; tetrabutyl ammonium fluoride; hydrogen; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; propionic acid; Triethyl orthoacetate; (+)-Weinsaeure-diethylester; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; acetonitrile; xylene; tert-butyl alcohol; 1.1: Reduction / 2.1: Oxidation / 3.1: Grignard reaction / 4.1: Condensation / 5.1: Substitution / 6.1: Substitution / 6.2: Cyclization / 7.1: Sharpless asymmetric dihydroxylation / 7.2: Cyclization / 8.1: Substitution / 9.1: Reduction / 10.1: Wittig-Horner reaction / 11.1: Reduction / 12.1: Sharpless asymmetric epoxidation / 12.2: Cyclization / 13.1: Substitution / 14.1: Substitution / 15.1: Substitution / 16.1: Cyclization / 17.1: Metallation / 17.2: Condensation / 18.1: Catalytic hydrogenatio;
DOI:10.1021/jo990599p

Reference yield:

: 160708-85-0
(4R,5R,8R,9S) 5,8-oxidoheneicosa-9-hydroxy-1,4-olide

: 248601-83-4
4-tert-butyldiphenylsilyl-13,22-bis(methoxymethyl)-8-dehydrosquamotacinyl trisether

Guidance literature:: Multi-step reaction with 16 steps

1.1: 89 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2.1: 90 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

3.1: 84 percent / toluene / 16 h / 80 °C

4.1: 98 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

5.1: (+)-diethyl tartrate; Ti(i-PrO)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

5.2: 82 percent / TBHP / CH₂Cl₂; 2,2,4-trimethyl-pentane / 16 h / -20 °C

6.1: 96 percent / DMAP; diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

7.1: 96 percent / triethylamine / CH₂Cl₂ / 2 h / -30 - 0 °C

8.1: 91 percent / TsOH / methanol / 2 h / 20 °C

9.1: 75 percent / K₂CO₃ / methanol / 1 h / 20 °C

10.1: n-BuLi / tetrahydrofuran / 1 h / -78 - 20 °C

10.2: 85 percent / BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

11.1: 99 percent / H₂ / Lindlar catalyst / hexane / 2 h / 760 Torr

12.1: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

13.1: 95 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

14.1: 90 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 1 h / 0 °C

15.1: 87 percent / NaHCO₃ / acetonitrile / 48 h / 40 °C

16.1: n-BuLi / tetrahydrofuran / 0.33 h / 0 °C

16.2: 48 percent / tetrahydrofuran / 0.33 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; (+)-Weinsaeure-diethylester; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; acetonitrile; 1.1: Substitution / 2.1: Reduction / 3.1: Wittig-Horner reaction / 4.1: Reduction / 5.1: Sharpless asymmetric epoxidation / 5.2: Cyclization / 6.1: Substitution / 7.1: Substitution / 8.1: Substitution / 9.1: Cyclization / 10.1: Metallation / 10.2: Condensation / 11.1: Catalytic hydrogenation / 12.1: Substitution / 13.1: Substitution / 14.1: Substitution / 15.1: Addition / 16.1: Metallation / 16.2: Wittig reaction;
DOI:10.1021/jo990599p