(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Base Information

• Chemical Name: (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester
• CAS No.: 443304-97-0
• Molecular Formula: C₅₄H₈₃IO₁₀Si₂
• Molecular Weight: 1075.32

Synonyms:(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Chemical Property of (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

There total 3 articles about (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl 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: 79.0%

(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol (331626-81-4) + (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (443305-01-9) → (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester (443304-97-0)

Guidance literature:

With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide;

DOI:10.1055/s-2002-22726

Reference yield:

(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid ethyl ester → (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester (443304-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / DIBAL / CH₂Cl₂

2: 87 percent / MnO₂; NaClO₂

3: 79 percent / DCC; DMAP; DMAP*HCl

With dmap; manganese(IV) oxide; sodium chlorite; 4-(dimethylamino)pyridine hydrochloride; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1055/s-2002-22726

Reference yield:

(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dien-1-ol (443305-00-8) → (2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester (443304-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / MnO₂; NaClO₂

2: 79 percent / DCC; DMAP; DMAP*HCl

With dmap; manganese(IV) oxide; sodium chlorite; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide;

DOI:10.1055/s-2002-22726

upstream raw materials:

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

(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dienoic acid

(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triisopropylsilanyloxy-hepta-2,6-dien-1-ol

Downstream raw materials:

(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-docosatrienoate

(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1,5-dioxo-2,4,6,8,10,12-hexamethyl-11-(4-methoxybenzyloxy)-2,6,8-docosatrienyl]oxy]pentanoic acid

(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2R,3S)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-4-oxo-butyl ester

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