4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

Base Information

Chemical Name:4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol
CAS No.:326471-60-7
Molecular Formula:C₃₇H₅₆O₅Si₂
Molecular Weight:637.02
Hs Code.:

4-benzyloxy-1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-7-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

Synonyms:4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

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Chemical Property of 4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

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Technology Process of 4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

There total 20 articles about 4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol 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: 88.0%

: 326471-59-4
5-benzyloxy-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-[1,3]dioxan-2-one

: 326471-60-7
4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

Guidance literature:: With methanol; potassium carbonate; at 26 ℃; for 1.5h;

Reference yield:

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

: 326471-60-7
4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

Guidance literature:: Multi-step reaction with 18 steps

1: BuLi / tetrahydrofuran / 1.5 h / -78 - 0 °C

2: LAH / tetrahydrofuran / 4.5 h / 0 - 23 °C

3: (-)-DET; Ti(OiPr)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / 13 h / -25 °C

4: 91 percent / Ti(OiPr)4 / toluene / 1 h / 100 °C

5: pyridine; DMAP / CH₂Cl₂ / 3.5 h / 0 - 21 °C

6: NaH; TBAI / tetrahydrofuran / 22.5 h / 0 - 22 °C

7: diethyl ether / 0.5 h / 21 °C

8: Dess-Martin periodinane / CH₂Cl₂ / 1.33 h / 22 °C

9: CeCl₃ / tetrahydrofuran / 0.75 h / -78 °C

10: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 22 °C

11: NaH / 22 h / -78 - 23 °C

12: LAH / diethyl ether / 1 h / -20 °C

13: imidazole / dimethylformamide / 1 h / 23 °C

14: DDQ; H₂O / CH₂Cl₂ / 0.5 h / 23 °C

15: DMAP / CH₂Cl₂ / 9 h / 22 °C

16: IBr / toluene / 0.5 h / -94 °C

17: 88 percent / Bu₃SnH; Et₃B / toluene / 5.67 h / -78 - -40 °C

18: 88 percent / K₂CO₃; MeOH / 1.5 h / 26 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; triethyl borane; water; tri-n-butyl-tin hydride; iodine(I) bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; Dess-Martin periodane; (-)-diethyl tartrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Sharpless asymmetric epoxidation / 11: Horner-Emmons reaction;

Reference yield:

: 127665-77-4
(E)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-en-1-ol

: 326471-60-7
4-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-heptane-3,5-diol

Guidance literature:: Multi-step reaction with 16 steps

1: (-)-DET; Ti(OiPr)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / 13 h / -25 °C

2: 91 percent / Ti(OiPr)4 / toluene / 1 h / 100 °C

3: pyridine; DMAP / CH₂Cl₂ / 3.5 h / 0 - 21 °C

4: NaH; TBAI / tetrahydrofuran / 22.5 h / 0 - 22 °C

5: diethyl ether / 0.5 h / 21 °C

6: Dess-Martin periodinane / CH₂Cl₂ / 1.33 h / 22 °C

7: CeCl₃ / tetrahydrofuran / 0.75 h / -78 °C

8: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 22 °C

9: NaH / 22 h / -78 - 23 °C

10: LAH / diethyl ether / 1 h / -20 °C

11: imidazole / dimethylformamide / 1 h / 23 °C

12: DDQ; H₂O / CH₂Cl₂ / 0.5 h / 23 °C

13: DMAP / CH₂Cl₂ / 9 h / 22 °C

14: IBr / toluene / 0.5 h / -94 °C

15: 88 percent / Bu₃SnH; Et₃B / toluene / 5.67 h / -78 - -40 °C

16: 88 percent / K₂CO₃; MeOH / 1.5 h / 26 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; cerium(III) chloride; triethyl borane; water; tri-n-butyl-tin hydride; iodine(I) bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; Dess-Martin periodane; (-)-diethyl tartrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Sharpless asymmetric epoxidation / 9: Horner-Emmons reaction;