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

Base Information

Chemical Name: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
CAS No.:627101-59-1
Molecular Formula:C₄₀H₆₉IO₇Si₂
Molecular Weight:845.059
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 627101-58-0
propionic acid (1R,5R)-5-(tert-butyldimethyl-silanyloxy)-1-[(1S,2R,3S)-4-(3,4-dimethoxy-benzyloxy)-1,3-dimethyl-2-hydroxy-butyl]-(2E,6E,8E)-9-iodo-3-methyl-nona-2,6,8-trienyl ester

: 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

Guidance literature:: With lutidine; 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

: 627101-59-1
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

Guidance literature:: Multi-step reaction with 7 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

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:

: 905589-59-5
(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate

: 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

Guidance literature:: Multi-step reaction with 6 steps

1.1: PPTS / CH₂Cl₂

2.1: i-PrMgCl / tetrahydrofuran / -20 °C

3.1: tetrahydrofuran / 0 °C

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

4.2: diethyl ether / -78 - -30 °C

5.1: SmI₂ / tetrahydrofuran / -20 °C

6.1: lutidine / CH₂Cl₂ / -78 °C

With samarium diiodide; lutidine; dicyclohexylboron chloride; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol0357853