(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

Base Information

Chemical Name:(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol
CAS No.:192993-19-4
Molecular Formula:C₂₆H₄₆O₄Si
Molecular Weight:450.734
Hs Code.:

Synonyms:(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

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Chemical Property of (2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

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Technology Process of (2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

There total 11 articles about (2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol 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:

: C₃₄H₅₉BO₃Si

: 192993-19-4
(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

Guidance literature:: With water; dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tet.2011.09.012

Reference yield:

: 192993-13-8
(2R)-1-benzyloxy-2-methylhexan-3-one

: 192993-19-4
(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / diethyl ether / 2 h / 0 °C

2: 2.) Et₃N, LiBH₄ / 1.) -20 deg C, 1.5 h; 2.) -78 deg C, 1.5 h

3: H₂O₂, NaOH / methanol / 1 h / 0 - 20 °C

4: 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

5: 1.) 9-BBN; 2.) H₂O₂, NaOH / 1.) THF, 0-20 deg C, 3 h; 2.) MeOH, 1 h

With 2,6-dimethylpyridine; sodium hydroxide; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)00816-2

Reference yield:

: 192993-18-3
(3S,4S,5S,6R)-7-benzyloxy-4-ethyl-2,6-dimethylhept-1-ene-3,5-diol

: 192993-19-4
(2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

2: 1.) 9-BBN; 2.) H₂O₂, NaOH / 1.) THF, 0-20 deg C, 3 h; 2.) MeOH, 1 h

With 2,6-dimethylpyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In dichloromethane;
DOI:10.1016/S0040-4039(97)00816-2