(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

Base Information

Chemical Name:(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester
CAS No.:133956-94-2
Molecular Formula:C₁₉H₃₅NO₅
Molecular Weight:357.491
Hs Code.:

Synonyms:(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

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Chemical Property of (3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

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Technology Process of (3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

There total 3 articles about (3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester 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: 69.9%

: 133956-89-5
(3S,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-3-methyl-4-oxohexanoic acid methylester

: 133956-91-9
(4S,5S)-5-<(1S)-1-tert-butoxycarbonylamino-2-cyclohexylethyl>-4-methyltetrahydrofuran-2-one

: 133956-94-2
(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

Guidance literature:: In isopropyl alcohol; at -50 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)96101-0

Reference yield:

: 133956-87-3
(4S)-4-tert-butoxycarbonylamino-5-cyclohexylpentan-3-one

: 133956-94-2
(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) LDA, ClTi(O-iPr)3 / 1) THF, -70 deg C, 2 h; 2) THF, -70 deg C to 0 deg C

2: 69.9 percent / propan-2-ol / 0.5 h / -50 °C

With triisopropoxytitanium(IV) chloride; lithium diisopropyl amide; In isopropyl alcohol;
DOI:10.1016/S0040-4020(01)96101-0

Reference yield:

: 115766-13-7
(S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide

: 133956-94-2
(3S,4R,5S)-5-tert-butoxycarbonylamino-6-cyclohexyl-4-hydroxy-3-methylhexanoic acid methylester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent

2: 1) LDA, ClTi(O-iPr)3 / 1) THF, -70 deg C, 2 h; 2) THF, -70 deg C to 0 deg C

3: 69.9 percent / propan-2-ol / 0.5 h / -50 °C

With triisopropoxytitanium(IV) chloride; lithium diisopropyl amide; In isopropyl alcohol;
DOI:10.1016/S0040-4020(01)96101-0