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

Base Information

• Chemical Name: (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone
• CAS No.: 1440947-46-5
• Molecular Formula: C₂₀H₃₀O₄Si
• Molecular Weight: 362.541

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

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

Chemical Property:

Purity/Quality:

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

There total 2 articles about (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone 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: 97.0%

(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-2-((4-methoxybenzyl)oxy)cyclohexanone → (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone (1440947-46-5)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201203284

Reference yield: 91.0%

C21H34O5Si (1004999-98-7) → (5R,6S)-5-((tert-butyldimethylsilyl)oxy)-6-((4-methoxybenzyl)oxy)cyclohex-2-enone (1440947-46-5)

Guidance literature:

C₂₁H₃₄O₅Si; With mercury(II) trifluoroacetate; In acetate buffer; acetone;

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; Further stages.;

DOI:10.1016/j.tetlet.2007.11.037

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

upstream raw materials:

C₂₁H₃₄O₅Si

Downstream raw materials:

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

C₃₁H₄₃NO₅SSi

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