(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

Base Information

Chemical Name:(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid
CAS No.:932394-95-1
Molecular Formula:C₃₁H₅₄O₃
Molecular Weight:474.768
Hs Code.:

Synonyms:(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

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Chemical Property of (2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

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Technology Process of (2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

There total 5 articles about (2S,3S)-3-benzyloxy-2-decyltetradecanoic acid 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: 77.0%

: 2-decyl-3-trimethylsilanyloxy-tetradecanoic acid tert-butyl ester

: 100-52-7
benzaldehyde

: 932394-95-1
(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

Guidance literature:: With triethylsilane; trimethylsilyl trifluoromethanesulfonate; at -78 - 20 ℃; for 2.25h;
DOI:10.1021/jo062018j

Reference yield:

: 2050-77-3
Iododecane

: 932394-95-1
(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

1.2: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.3: 70 percent / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.1: 95 percent / hydrogen / RuCl₂[(S)-BINAP] / methanol / 72 h

3.1: LDA / tetrahydrofuran; diethyl ether / 0.5 h / -48 °C

3.2: 49 percent / HMPA / tetrahydrofuran; diethyl ether / 6 h / -48 °C

4.1: triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 77 percent / triethylsilane; trimethylsilyltriflate / 2.25 h / -78 - 20 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; triethylamine; lithium diisopropyl amide; dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Noyori reduction / 3.2: Frater alkylation;
DOI:10.1021/jo062018j

Reference yield:

: 627535-28-8
tert-butyl 3-oxotetradecanoate

: 932394-95-1
(2S,3S)-3-benzyloxy-2-decyltetradecanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / hydrogen / RuCl₂[(S)-BINAP] / methanol / 72 h

2.1: LDA / tetrahydrofuran; diethyl ether / 0.5 h / -48 °C

2.2: 49 percent / HMPA / tetrahydrofuran; diethyl ether / 6 h / -48 °C

3.1: triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

4.1: 77 percent / triethylsilane; trimethylsilyltriflate / 2.25 h / -78 - 20 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; hydrogen; triethylamine; lithium diisopropyl amide; dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Noyori reduction / 2.2: Frater alkylation;
DOI:10.1021/jo062018j