(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

Base Information

Chemical Name:(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate
CAS No.:637740-63-7
Molecular Formula:C₆₃H₇₇IO₁₀Si₂
Molecular Weight:1177.37
Hs Code.:

(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

Synonyms:(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

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Chemical Property of (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

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Technology Process of (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

There total 3 articles about (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate 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: 79.0%

: 331626-81-4
(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

: 637740-62-6
(2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoic acid

: 637740-63-7
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

Guidance literature:: With dmap; N,N-dimethylaminopyridine hydrogenchloride; dicyclohexyl-carbodiimide; In dichloromethane; for 6h; Heating;
DOI:10.1039/b305818b

Reference yield:

: 361525-03-3
(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triphenylsilanyloxy-hepta-2,6-dienoic acid ethyl ester

: 637740-63-7
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

2: manganese dioxide / CH₂Cl₂ / 12 h / 20 °C

3: 1.27 g / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

4: 79 percent / N,N-dimethylaminopyridine; dicyclohexylcarbodiimide; N,N-dimethylaminopyridine hydrogenchloride / CH₂Cl₂ / 6 h / Heating

With dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; N,N-dimethylaminopyridine hydrogenchloride; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In hexane; dichloromethane; water; tert-butyl alcohol; 4: Keck's esterification;
DOI:10.1039/b305818b

Reference yield:

: 361525-04-4
(2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadien-1-ol

: 637740-63-7
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5R,6E)-2,4,6-trimethyl-5-(triphenylsiloxy)-7-iodo-2,6-heptadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: manganese dioxide / CH₂Cl₂ / 12 h / 20 °C

2: 1.27 g / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

3: 79 percent / N,N-dimethylaminopyridine; dicyclohexylcarbodiimide; N,N-dimethylaminopyridine hydrogenchloride / CH₂Cl₂ / 6 h / Heating

With dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; N,N-dimethylaminopyridine hydrogenchloride; dicyclohexyl-carbodiimide; In dichloromethane; water; tert-butyl alcohol; 3: Keck's esterification;
DOI:10.1039/b305818b