(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

Base Information

Chemical Name:(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol
CAS No.:627101-60-4
Molecular Formula:C₃₇H₆₅IO₆Si₂
Molecular Weight:788.995
Hs Code.:

(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

Synonyms:(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

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Chemical Property of (6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

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Technology Process of (6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

There total 14 articles about (6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol 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:

: 627101-59-1
propionic acid (1R,5R)-5-(tert-butyldimethyl-silanyloxy)-1-[(1R,2R,3R)-4-(3,4-dimethoxy-benzyloxy)-1,3-dimethyl-2-triethylsilanyloxy-butyl]-(2E,6E,8E)-9-iodo-3-methyl-nona-2,6,8-trienyl ester

: 627101-60-4
(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1021/ol0357853

Reference yield:

: 76927-59-8
(E)-((1-methoxy-3-methylbuta-1,3-dien-1-yl)oxy)trimethylsilane

: 627101-60-4
(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 52 percent / titanium tetraisopropoxide; (R)-BINOL; molecular sieves 4 Angstroem / tetrahydrofuran / 14 h / -20 °C

2.1: imidazole / CH₂Cl₂

3.1: DIBAL / CH₂Cl₂ / -78 °C

4.1: MnO₂ / CH₂Cl₂

5.1: c-Hex₂BCl; Et₃N / diethyl ether / -20 °C

5.2: diethyl ether / -78 - -30 °C

6.1: SmI₂ / tetrahydrofuran / -20 °C

7.1: lutidine / CH₂Cl₂ / -78 °C

8.1: DIBAL / CH₂Cl₂ / -78 °C

With 1H-imidazole; titanium(IV) isopropylate; manganese(IV) oxide; samarium diiodide; 4 A molecular sieve; lutidine; dicyclohexylboron chloride; (R)-1,1'-Bi-2-naphthol; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Mukaiyama aldol reaction;
DOI:10.1021/ol0357853

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 627101-60-4
(6E,10E,12E)(2R,3S,4R,5R,9R)-9-(tert-butyldimethyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-13-iodo-2,4,7-trimethyl-3-triethylsilanyloxy-trideca-6,10,12-trien-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: lutidine / CH₂Cl₂ / -78 °C

2: DIBAL / CH₂Cl₂ / -78 °C

With lutidine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/ol0357853