(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

Base Information

Chemical Name:(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester
CAS No.:213818-77-0
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

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Chemical Property of (3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

Chemical Property:

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Technology Process of (3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

There total 10 articles about (3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl 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: 9.0%

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 270931-86-7
(3R,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-octanoic acid ethyl ester

: 213818-78-1
(3R,7R)-3-Benzyloxy-7-hydroxy-octanoic acid ethyl ester

: 213818-77-0
(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; Ambient temperature;
DOI:10.1246/cl.1998.831

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 213818-77-0
(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 84 percent / DIBAL / toluene / -78 °C

3: 83 percent / NaH / tetrahydrofuran / 0 °C

4: 92 percent / H₂ / Pd/C / ethanol / Ambient temperature

5: 97 percent / DIBAL / toluene / -78 °C

6: 62 percent / Sn(OTf)2, n-Bu₃SnF, (S)-1-methyl-2-(1-naphthylaminomethyl)pyrrolidine / CH₂Cl₂ / -78 °C

7: 93 percent / Ag(OCOCF₃), iPr₂NEt / Ambient temperature

8: 85 percent / TfOH / CH₂Cl₂ / Ambient temperature

With 2,6-dimethylpyridine; tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; (S)-1-methyl-2-(1-naphthylaminomethyl)pyrrolidine; hydrogen; silver trifluoroacetate; sodium hydride; diisobutylaluminium hydride; tributyltin fluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1246/cl.1998.831

Reference yield:

: 71171-66-9,92775-37-6,116839-04-4,72150-39-1
(3R)-3-(tert-butyldimethylsilyloxy)butanal

: 213818-77-0
(3R,7R)-3-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / NaH / tetrahydrofuran / 0 °C

2: 92 percent / H₂ / Pd/C / ethanol / Ambient temperature

3: 97 percent / DIBAL / toluene / -78 °C

4: 62 percent / Sn(OTf)2, n-Bu₃SnF, (S)-1-methyl-2-(1-naphthylaminomethyl)pyrrolidine / CH₂Cl₂ / -78 °C

5: 93 percent / Ag(OCOCF₃), iPr₂NEt / Ambient temperature

6: 85 percent / TfOH / CH₂Cl₂ / Ambient temperature

With tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; (S)-1-methyl-2-(1-naphthylaminomethyl)pyrrolidine; hydrogen; silver trifluoroacetate; sodium hydride; diisobutylaluminium hydride; tributyltin fluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1246/cl.1998.831