1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

Base Information

Chemical Name:1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone
CAS No.:253184-99-5
Molecular Formula:C₃₇H₆₂O₅Si₂
Molecular Weight:643.067
Hs Code.:

Synonyms:1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

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Chemical Property of 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

Chemical Property:

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Technology Process of 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

There total 8 articles about 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone 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: 83.0%

: 253184-98-4
1,11-dibenzyloxy 2R,10S-di-(t-butyldimethylsiloxy)-6-undecanol

: 253184-99-5
1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; at -78 ℃;
DOI:10.1016/S0040-4039(00)00054-X

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 253184-99-5
1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / imidazole; DMAP / 4 h / 0 - 20 °C

2.1: BH₃-THF

2.2: 70 percent / H₂O₂; NaOH

3.1: 94 percent / Et₃N / 2 h / 0 °C

4.1: 95 percent / 15-crown-5 / dimethylsulfoxide / 40 °C

5.1: 93 percent / tartaric acid; DIBAL-H / 3 h / -78 °C

6.1: Mg / tetrahydrofuran

7.1: 83 percent / oxalyl chloride; DMSO; Et₃N / -78 °C

With 1H-imidazole; dmap; borane-THF; oxalyl dichloride; 15-crown-5; diisobutylaluminium hydride; magnesium; dimethyl sulfoxide; tartaric acid; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; 1.1: Silylation / 2.1: Hydroboration / 2.2: Oxidation / 3.1: Mesylation / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Metallation / 6.2: Grignard reaction / 7.1: Swern oxidation;
DOI:10.1016/S0040-4039(00)00054-X

Reference yield:

: 98892-19-4
5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentanol

: 253184-99-5
1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Et₃N / 2 h / 0 °C

2: 95 percent / 15-crown-5 / dimethylsulfoxide / 40 °C

3: 93 percent / tartaric acid; DIBAL-H / 3 h / -78 °C

4: Mg / tetrahydrofuran

5: 83 percent / oxalyl chloride; DMSO; Et₃N / -78 °C

With oxalyl dichloride; 15-crown-5; diisobutylaluminium hydride; magnesium; dimethyl sulfoxide; tartaric acid; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; 1: Mesylation / 2: Substitution / 3: Hydrolysis / 4: Metallation / 4: Grignard reaction / 5: Swern oxidation;
DOI:10.1016/S0040-4039(00)00054-X