(5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate

Base Information

• Chemical Name: (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate
• CAS No.: 1004999-95-4
• Molecular Formula: C₂₁H₃₁F₃O₆SSi
• Molecular Weight: 496.62

Synonyms:(5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate

Chemical Property of (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate

Chemical Property:

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Technology Process of (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate

There total 2 articles about (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate 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: 96.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone (1440947-46-5) → (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate (1004999-95-4)

Guidance literature:

(5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone; With L-Selectride; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -78 - 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/chem.201203284

Reference yield:

C20H32O4Si → (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate (1004999-95-4)

Guidance literature:

DOI:10.1016/j.tetlet.2007.11.037

Reference yield: 100.0%

(5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-1-en-1-yltrifluoromethanesulfonate (1004999-95-4) + (2,3-dimethoxyphenyl)boronic acid (40972-86-9) → tert-butyl(((2R,3R)-2',3'-dimethoxy-2-((4-methoxybenzyl)oxy)-2,3,4,5-tetrahydro-[1,1'-biphenyl]-3-yl)oxy)dimethylsilane (1005000-00-9)

Guidance literature:

With sodium carbonate; triphenylphosphine; palladium diacetate; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.tetlet.2007.11.037

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

(5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone

Downstream raw materials:

tert-butyl(((2R,3R)-2',3'-dimethoxy-2-((4-methoxybenzyl)oxy)-2,3,4,5-tetrahydro-[1,1'-biphenyl]-3-yl)oxy)dimethylsilane

N-(2-((3R,3aR,3a1S,9aS)-3-hydroxy-5-methoxy-1,2,3,3a,3a1,9a-hexahydrophenanthro[4,5-bcd]furan-3a1-yl)ethyl)-N,4-dimethylbenzenesulfonamide

N-(2-(3-hydroxy-5-methoxy-3,3a,3a¹,9a-tetrahydrophenanthro[4,5-bcd]furan-3a¹-yl)ethyl)-N,4-dimethylbenzenesulfonamide

diethyl 2,2'-((1R,2S)-2',3'-dimethoxy-1,2,3,4-tetrahydro-[1,1'-biphenyl]-1,2-diyl)diacetate

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