(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

Base Information

• Chemical Name: (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane
• CAS No.: 1235570-45-2
• Molecular Formula: C₄₈H₆₂O₉Si
• Molecular Weight: 811.1

Synonyms:(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

Chemical Property of (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

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Technology Process of (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

There total 23 articles about (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane 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: 74.0%

(1S,2S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-hydroxy-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-(ethoxymethoxy)-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)butan-1-ol (1235570-49-6) → (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane (1235570-45-2)

Guidance literature:

With mercury dichloride; In water; acetonitrile; at 20 ℃;

DOI:10.1039/c0cc00056f

Reference yield: 74.0%

(1S,3S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-hydroxy-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-hydroxy-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)-1-methoxybutane → (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane (1235570-45-2)

Guidance literature:

With mercury dichloride; In water; acetonitrile; at 0 ℃; for 2h;

DOI:10.1021/jo201729t

Reference yield: 40.0%

(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecan-13-yl imidazole-1-carbothioate (1235570-50-9) → (2S,3S,5R,7S,9S,11S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane (1235570-34-9) + (2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane (1235570-45-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Reflux;

DOI:10.1039/c0cc00056f

upstream raw materials:

(1S,2S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-hydroxy-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-(ethoxymethoxy)-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)butan-1-ol

(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecan-13-yl imidazole-1-carbothioate

(2S,3S)-5-(4-methoxybenzyloxy)-3-methylpentane-1,2-diol

(S)-1-(tert-butyldimethylsilyloxy)-3-(2-((2'S,3'S)-3'-(ethoxymethoxy)-2'-hydroxy-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butane

Downstream raw materials:

(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecan-13-yl imidazole-1-carbothioate

(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

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