ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

Base Information

Chemical Name:ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate
CAS No.:213818-69-0
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

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Chemical Property of ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

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Technology Process of ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

There total 10 articles about ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate 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: 85.0%

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

: 270931-84-5
ethyl (3S,7R)-7-(tert-butyldimethylsiloxy)-3-hydroxyoctanoate

: 213818-70-3
ethyl (3S,7R)-3-benzyloxy-7-hydroxyoctanoate

: 213818-69-0
ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; Ambient temperature;
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

: 213818-69-0
ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / sodium hydride / tetrahydrofuran / 1 h / 0 °C

2: 95 percent / hydrogen / palladium on activated carbon / ethanol / 10 h / 20 °C

3: 90 percent / DIBAL / toluene / 2 h / -78 °C

4: 89 percent / tin(II) trifluoromethanesulfonate; tributyltin fluoride; chiral diamine deriv. of D-proline / CH₂Cl₂ / 3 h / -78 °C

5: 93 percent / N,N-diisopropylethylamine; silver trifluoroacetate / methanol / 10 h / 20 °C

6: 85 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / 20 °C

With tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; chiral diamine deriv. of D-proline; hydrogen; silver trifluoroacetate; sodium hydride; diisobutylaluminium hydride; tributyltin fluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 1: Alkylation / 2: Catalytic hydrogenation / 3: Reduction / 4: aldol reaction / 5: transesterification / 6: Etherification;
DOI:10.3987/COM-99-S85

Reference yield:

: 154568-30-6
(5R,2E)-5-(tert-butyl-dimethyl-silyloxy)-hex-2-enoic acid ethyl ester

: 213818-69-0
ethyl (3S,7R)-3-benzyloxy-7-(tert-butyldimethylsiloxy)octanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / hydrogen / palladium on activated carbon / ethanol / 10 h / 20 °C

2: 90 percent / DIBAL / toluene / 2 h / -78 °C

3: 89 percent / tin(II) trifluoromethanesulfonate; tributyltin fluoride; chiral diamine deriv. of D-proline / CH₂Cl₂ / 3 h / -78 °C

4: 93 percent / N,N-diisopropylethylamine; silver trifluoroacetate / methanol / 10 h / 20 °C

5: 85 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / 20 °C

With tin(II) trifluoromethanesulfonate; trifluorormethanesulfonic acid; chiral diamine deriv. of D-proline; hydrogen; silver trifluoroacetate; diisobutylaluminium hydride; tributyltin fluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; toluene; 1: Catalytic hydrogenation / 2: Reduction / 3: aldol reaction / 4: transesterification / 5: Etherification;
DOI:10.3987/COM-99-S85