2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester
CAS No.:157430-99-4
Molecular Formula:C₃₇H₇₀O₆Si₂
Molecular Weight:667.13
Hs Code.:

2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

Synonyms:2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

There total 18 articles about 2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl 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:

: 2,2-Dimethyl-propionic acid (3R,4R,5S,6R,9S)-6-benzenesulfonylmethyl-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4-methyl-3-triethylsilanyloxy-decyl ester

: 157430-99-4
2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; Yield given;
DOI:10.1021/ja00095a072

Reference yield:

: 2,2-Dimethyl-propionic acid (3R,4R,5S,6S,9S)-7-benzenesulfonyl-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

: 157430-99-4
2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; for 2h;
DOI:10.1021/jo9606113

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 157430-99-4
2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-10-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-3-triethylsilanyloxy-decyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: 99 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 2 h / -78 °C

3: 1.) potassium tert-butoxide / 1.) THF, room temperature, 1 h, 2.) THF, -78 -> 0 deg C

4: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

5: 96 percent / molecular sieves 4A, titanium tetraisopropoxide, (+)-diethyl tartrate, tert-butyl hydroperoxide / CH₂Cl₂; toluene / 1 h / -23 °C

6: 74 percent / sodium bis(2-methoxyethoxy)aluminum hydride / 1,2-dimethoxy-ethane; toluene / 2 h / 0 °C

7: 99 percent / pyridine / 1.5 h / 0 °C

8: 99 percent / hydrogen / Pd on carbon / ethanol / 3.5 h / 23 °C

9: 91 percent / trubutylphosphine / dimethylformamide / 12 h / 23 °C

10: 100 percent / imidazole / dimethylformamide / 1.4 h / 23 °C

11: 100 percent / NaHCO₃, m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.5 h / 23 °C

12: 1.) lithium diisopropylamide, 2.) hexamethylphosphoric triamide / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, 23 deg C, 1.5 h

13: 316 mg / Na₂HPO₄, sodium amalgam / methanol / 2 h / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; sodium amalgam; tributylphosphine; 4 A molecular sieve; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; (+)-Weinsaeure-diethylester; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo9606113