(2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane

Base Information

• Chemical Name: (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane
• CAS No.: 105087-30-7
• Molecular Formula: C₃₇H₅₄O₄Si
• Molecular Weight: 590.919
• Mol file: 105087-30-7.mol

Synonyms:(2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane

Chemical Property of (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane

There total 2 articles about (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane 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:

(2R,4R,6R,8R,9S)-2-<(5R)-8-<(tert-butyldimethylsilyl)oxy>-3,5-dimethyl-2(EZ),6(E)-octadien-1-yl>-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane (104705-94-4,105087-28-3) → (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane (105087-30-7) + (2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-2-<(5R)-8-hydroxy-3,5-dimethyl-2(E),6(E)-octadien-1-yl>-1,7-dioxaspiro<5.5>undecane (105087-29-4)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 35 ℃; for 8h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00375a017

Reference yield:

Dithiocarbonic acid S-[(E)-(R)-1-{(E)-2-[(2S,4S,6S,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-vinyl}-1,3-dimethyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl] ester S-methyl ester (82415-23-4) → (2E,6E)-(R)-8-[(2R,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dien-1-ol (82431-66-1) + (2E,6E)-(R)-8-[(2R,4S,6R,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dien-1-ol (82431-66-1,105087-29-4,105087-30-7)

Guidance literature:

With tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) 80 deg C, 2.) MeOH;

DOI:10.1021/ja00381a049

Reference yield:

(2E,6E)-(R)-8-[(2R,4S,6R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dien-1-ol (82431-66-1,105087-29-4,105087-30-7) → (2E,6E)-(R)-8-[(2R,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dienal (82415-24-5) + (2E,6E)-(R)-8-[(2R,4S,6R,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dienal (82415-24-5,104759-57-1,104759-58-2)

Guidance literature:

With oxalyl dichloride; triethylamine; In dimethyl sulfoxide; at -50 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

upstream raw materials:

(2R,4R,6R,8R,9S)-2-<(5R)-8-<(tert-butyldimethylsilyl)oxy>-3,5-dimethyl-2(EZ),6(E)-octadien-1-yl>-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Dithiocarbonic acid S-[(E)-(R)-1-{(E)-2-[(2S,4S,6S,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-vinyl}-1,3-dimethyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl] ester S-methyl ester

Downstream raw materials:

(2E,6E)-(R)-8-[(2R,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dienal

(2E,6E)-(R)-8-[(2R,4S,6R,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4,6-dimethyl-octa-2,6-dienal

(2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-2-<(5R)-8-oxo-3,5-dimethyl-2(Z),6(E)-octadien-1-yl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane

(2R,4R,6R,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-2-<(5R)-8-oxo-3,5-dimethyl-2(E),6(E)-octadien-1-yl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane