(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester
CAS No.:86535-02-6
Molecular Formula:C₂₈H₅₀O₇Si
Molecular Weight:526.786
Hs Code.:

(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

Synonyms:

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Chemical Property of (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

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Technology Process of (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

There total 8 articles about (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl 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:

: 86535-00-4
(2R,3R,4R,5R,6S)-7-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

: 86535-02-6
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In various solvent(s); Yield given;
DOI:10.1016/S0040-4039(00)81643-3

Reference yield:

: (2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2,4-dimethyl-pentanoic acid

: 86535-02-6
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether

2: (iC₃H₇)2NC₂H₅ / CH₂Cl₂

3: DIBAL / CH₂Cl₂ / -78 °C

4: 95 percent / PCC, propylene oxide / CH₂Cl₂

5: tetrahydrofuran / 10 h / -100 °C

6: acetone / 32 h / Heating

7: hydrogen / 10percent Pd/C / various solvent(s)

With hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)81643-3

Reference yield:

: (2S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-oxo-pentanoic acid

: 86535-02-6
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-(2-methoxy-ethoxymethoxy)-2,4,6-trimethyl-heptanoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / methanol; CH₂Cl₂ / 4 h / -78 - 20 °C

2: diethyl ether

3: (iC₃H₇)2NC₂H₅ / CH₂Cl₂

4: DIBAL / CH₂Cl₂ / -78 °C

5: 95 percent / PCC, propylene oxide / CH₂Cl₂

6: tetrahydrofuran / 10 h / -100 °C

7: acetone / 32 h / Heating

8: hydrogen / 10percent Pd/C / various solvent(s)

With sodium tetrahydroborate; hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)81643-3