2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester
CAS No.:139426-86-1
Molecular Formula:C₃₁H₅₄O₆Si
Molecular Weight:550.852
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

There total 13 articles about 2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester 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: 89.0%

: 3282-30-2
pivaloyl chloride

: 139426-84-9
<4S,5S,6R>-6-methoxy-4-<(p-methoxybenzyl)oxy>-2,3,3-trimethyl-5-(triethylsiloxy)-1-octen-8-ol

: 139426-86-1
2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1021/ja00050a024

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 139426-86-1
2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) tris(triphenylphosphine)rhodium(I) chloride, catecholborane, 2.) 2M NaOH, 30percent aq. H₂O₂ / 1.) THF, 50 min, 2.) THF, EtOH, a) 0 deg C, 30 min, b) from 0 deg C to RT, 30 min

3: 89 percent / DMAP, pyridine / CH₂Cl₂

With pyridine; 2,6-dimethylpyridine; dmap; sodium hydroxide; Wilkinson's catalyst; dihydrogen peroxide; benzo[1,3,2]dioxaborole; In dichloromethane;
DOI:10.1021/ja00050a024

Reference yield:

: 139426-82-7
<4S,5S,6R>-6-methoxy-4-<(p-methoxybenzyl)oxy>-2,3,3-trimethyl-1,7-octadien-5-ol

: 139426-86-1
2,2-Dimethyl-propionic acid (3R,4S,5S)-3-methoxy-5-(4-methoxy-benzyloxy)-6,6,7-trimethyl-4-triethylsilanyloxy-oct-7-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) tris(triphenylphosphine)rhodium(I) chloride, catecholborane, 2.) 2M NaOH, 30percent aq. H₂O₂ / 1.) THF, 50 min, 2.) THF, EtOH, a) 0 deg C, 30 min, b) from 0 deg C to RT, 30 min

3: 89 percent / DMAP, pyridine / CH₂Cl₂

With pyridine; 2,6-dimethylpyridine; dmap; sodium hydroxide; Wilkinson's catalyst; dihydrogen peroxide; benzo[1,3,2]dioxaborole; In dichloromethane;
DOI:10.1021/ja00050a024