methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

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Chemical Name:methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal
CAS No.:1170688-87-5
Molecular Formula:C₂₇H₄₅NO₆S
Molecular Weight:511.723
Hs Code.:

Synonyms:methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

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Chemical Property of methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

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Technology Process of methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

There total 1 articles about methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal 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: 66.0%

: 258265-79-1
methyl (S)-4-(benzyloxy)-3-methylbutanoate

: 1170688-85-3
(S(S))-N-(tert-butylsulfinyl)-4-oxooctanimine ethyleneacetal

: 1170688-87-5
methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

: methyl 2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

Guidance literature:: methyl (S)-4-(benzyloxy)-3-methylbutanoate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With triisopropoxytitanium(IV) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(S(S))-N-(tert-butylsulfinyl)-4-oxooctanimine ethyleneacetal; optical yield given as %de; stereoselective reaction; Further stages;
DOI:10.1016/j.tetasy.2009.03.002

Reference yield: 91.5%

: 1170688-87-5
methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal

: 1170688-88-6
(2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecan-1-ol ethylene acetal

Guidance literature:: methyl (2R,3S)-2-[(S)-2-benzyloxy-1-methylethyl]-3-[(S(S))-tert-butylsulfinylamino]-6-oxodecanoate ethylene acetal; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/j.tetasy.2009.03.002