(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Base Information

Chemical Name:(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate
CAS No.:115352-55-1
Molecular Formula:C₂₈H₄₀O₄S
Molecular Weight:472.689
Hs Code.:

(+)-(4R,5S,R<sub>S</sub>)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Synonyms:(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

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Chemical Property of (+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Chemical Property:

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Technology Process of (+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

There total 6 articles about (+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate 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: 88.0%

: 100-39-0
benzyl bromide

: 115405-24-8
(4R,5S,R_S)-t-butyl-5-(4-methylphenyl)sulphinyl decanoate

: 115352-55-1
(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86906-4

Reference yield:

: 14734-25-9
succinic acid (methyl)(tert-butyl)diester

: 115352-55-1
(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C 2.) THF, -78 deg C, 10 min.

2: 34 percent / NaBH₄, aq. NH₃ / methanol / 0.17 h / Ambient temperature; further reag.: DIBAH, DIBAH with ZnCl₂ or CdCl₂ in THF, hexane at -78 deg C

3: 88 percent / sodium hydride / dimethylformamide / 0.17 h / Ambient temperature

With ammonium hydroxide; sodium tetrahydroborate; sodium hydride; lithium diisopropyl amide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86906-4

Reference yield:

: 1517-82-4
(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

: 115352-55-1
(+)-(4R,5S,R_S)-t-butyl 4-benzyloxy-5-(4-methylphenyl)sulphinyl decanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Mg, iodine / 1.) ether, 2 h 2.) benzene, RT, 30 min.

2: 1.) LDA / 1.) THF, -78 deg C 2.) THF, -78 deg C, 10 min.

3: 34 percent / NaBH₄, aq. NH₃ / methanol / 0.17 h / Ambient temperature; further reag.: DIBAH, DIBAH with ZnCl₂ or CdCl₂ in THF, hexane at -78 deg C

4: 88 percent / sodium hydride / dimethylformamide / 0.17 h / Ambient temperature

With ammonium hydroxide; sodium tetrahydroborate; iodine; sodium hydride; magnesium; lithium diisopropyl amide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86906-4