(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Base Information

Chemical Name:(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene
CAS No.:423116-47-6
Molecular Formula:C₄₂H₆₈IO₈PSi₂
Molecular Weight:915.046
Hs Code.:

(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Synonyms:(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

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Chemical Property of (1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

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Technology Process of (1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

There total 4 articles about (1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene 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: 89.0%

: 3095-95-2
diethylphosphonoacetic acid

: 423117-38-8
(1E,8E)-(3S,5S,6S,7R)-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-diene

: 423116-47-6
(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1039/b507570j

Reference yield:

: (1E,8E)-(6S,7R)-10-(tert-butyldiphenylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-dien-3-one

: 423116-47-6
(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / (Me₄N)BH(OAc)3; glac. AcOH / acetonitrile / 18 h / -30 °C

2: 68 percent / 2,4,6-collidine / tetrahydrofuran / 0.25 h / -78 °C

3: 89 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; acetic acid; dicyclohexyl-carbodiimide; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/b507570j

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 423116-47-6
(1E,8E)-(3S,5S,6S,7R)-1-iodo-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-(2-diethylphosphonoacetoxy)-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / 2,4,6-collidine / tetrahydrofuran / 0.25 h / -78 °C

2: 89 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b507570j