(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

Base Information

Chemical Name:(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane
CAS No.:248601-94-7
Molecular Formula:C₄₇H₇₈O₇Si
Molecular Weight:783.218
Hs Code.:

Synonyms:(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

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Chemical Property of (6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

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Technology Process of (6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

There total 21 articles about (6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane 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: 87.0%

: 107-30-2
chloromethyl methyl ether

: 248601-82-3
(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-15-(methoxymethoxy)-7,10:11,14-bisoxidoheptacosan-6-ol

: 248601-94-7
(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/jo990599p

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 248601-94-7
(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 85 percent / BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

2.1: 99 percent / H₂ / Lindlar catalyst / hexane / 2 h / 760 Torr

3.1: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

With n-butyllithium; hydrogen; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Condensation / 2.1: Catalytic hydrogenation / 3.1: Substitution;
DOI:10.1021/jo990599p

Reference yield:

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

: 248601-94-7
(6R,7R,10R,11R,14R,15S)-1-tert-butyldiphenylsilyloxy-6,15-bis(methoxymethoxy)-7,10:11,14-bisoxidoheptacosane

Guidance literature:: Multi-step reaction with 19 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

With titanium(IV) isopropylate; dmap; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; methanesulfonamide; 4 A molecular sieve; AD-mix-β; Celite; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; propionic acid; Triethyl orthoacetate; (+)-Weinsaeure-diethylester; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; 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