(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

Base Information

Chemical Name:(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one
CAS No.:243464-46-2
Molecular Formula:C₄₉H₇₈O₇Si₄
Molecular Weight:891.496
Hs Code.:

(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

Synonyms:(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

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Chemical Property of (2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

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Technology Process of (2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

There total 16 articles about (2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one 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:

: 106731-74-2,119944-29-5,107033-46-5
tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane

: 243464-46-2
(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / n-BuLi; BF₃*OEt₂

2.1: 78 percent / H₂ / Pd(OH)2 / ethyl acetate

3.1: 75 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4.1: 61 percent / LDA; TMEDA; Davis' chiral oxaziridine / tetrahydrofuran / -78 °C

5.1: 94 percent / 2,6-lutidine / CH₂Cl₂

6.1: n-BuLi / tetrahydrofuran

6.2: tetrahydrofuran

7.1: Et₃N

With 2,6-dimethylpyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ol9906615

Reference yield:

: 243464-44-0
(2S)-6-benzyloxy-1-(tert-butyldiphenylsilyloxy)-hex-4-yn-2-ol

: 243464-46-2
(2S,5R,10S,11R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-11-methyl-2,10-bis-trimethylsilanyloxy-dodec-7-yn-6-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 78 percent / H₂ / Pd(OH)2 / ethyl acetate

2.1: 75 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

3.1: 61 percent / LDA; TMEDA; Davis' chiral oxaziridine / tetrahydrofuran / -78 °C

4.1: 94 percent / 2,6-lutidine / CH₂Cl₂

5.1: n-BuLi / tetrahydrofuran

5.2: tetrahydrofuran

6.1: Et₃N

With 2,6-dimethylpyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; hydrogen; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ol9906615