Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-

Base Information

Chemical Name:Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-
CAS No.:279227-10-0
Molecular Formula:C₃₅H₆₄O₆Si₂
Molecular Weight:637.061
Hs Code.:

Undecanoic acid,
3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1
1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-

Synonyms:

Suppliers and Price of Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)-

There total 26 articles about Undecanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8-tetramethyl-5-oxo-1 1-(phenylmethoxy)-, methyl ester, (3S,6R,7S,8S)- 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:

: 279227-20-2
(2S)-5-benzyloxy-2-methyl-1-pentanal

: 279227-10-0
(3S,6R,7S,8S)-11-(benzyloxy)-3,7-bis{[(tert-butyl)dimethylsilyl]oxy}-4,4,6,8-tetramethyl-5-oxoundecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Bu₂B-OTf; Et₃N / CH₂Cl₂ / 2.5 h / -78 - 0 °C

1.2: 8 g / Me₃Al / tetrahydrofuran; hexane / 16 h / -5 - 20 °C

2.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 91 percent / DIBALH / tetrahydrofuran; toluene / 1 h / -78 - -50 °C

4.1: 94 percent / tetrahydrofuran / 1 h / 20 °C

5.1: 76 percent / 4-methylmorpholine 4-oxide; tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 2 h / 20 °C

6.1: 4-methylmorpholine 4-oxide; OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

7.1: 6.29 g / NaIO₄ / tetrahydrofuran; H₂O / 6 h / 20 °C

8.1: 97 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / -78 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; tetrapropylammonium perruthennate; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 8.1: Mukaiyama aldol reaction;
DOI:10.1016/j.bioorg.2004.11.002

Reference yield:

: 851955-78-7
(6R,7S,8S)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-undecanoic acid methyl ester

: 69739-34-0
t-butyldimethylsiyl triflate

: methyl (3R,6R,7S,8S)-3,7-di(t-butyldimethylsilyloxy)-4,4,6,8-tetramethyl-5-oxo-11-benzyloxyundecanoate

: 279227-10-0
(3S,6R,7S,8S)-11-(benzyloxy)-3,7-bis{[(tert-butyl)dimethylsilyl]oxy}-4,4,6,8-tetramethyl-5-oxoundecanoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/j.bioorg.2004.11.002

Reference yield:

: 81678-40-2
(2S)-5-(benzyloxy)-2-methylpentan-1-ol

: 279227-10-0
(3S,6R,7S,8S)-11-(benzyloxy)-3,7-bis{[(tert-butyl)dimethylsilyl]oxy}-4,4,6,8-tetramethyl-5-oxoundecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 84 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 - -30 °C

2.1: Bu₂B-OTf; Et₃N / CH₂Cl₂ / 2.5 h / -78 - 0 °C

2.2: 8 g / Me₃Al / tetrahydrofuran; hexane / 16 h / -5 - 20 °C

3.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 91 percent / DIBALH / tetrahydrofuran; toluene / 1 h / -78 - -50 °C

5.1: 94 percent / tetrahydrofuran / 1 h / 20 °C

6.1: 76 percent / 4-methylmorpholine 4-oxide; tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 2 h / 20 °C

7.1: 4-methylmorpholine 4-oxide; OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

8.1: 6.29 g / NaIO₄ / tetrahydrofuran; H₂O / 6 h / 20 °C

9.1: 97 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / -78 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; tetrapropylammonium perruthennate; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 1.1: Swern oxidation / 9.1: Mukaiyama aldol reaction;
DOI:10.1016/j.bioorg.2004.11.002