(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

Base Information

Chemical Name:(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide
CAS No.:104293-58-5
Molecular Formula:C₂₂H₄₀N₂O₄
Molecular Weight:396.571
Hs Code.:

Synonyms:(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

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Chemical Property of (4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

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Technology Process of (4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

There total 2 articles about (4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide 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:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 77077-15-7
N-isobutylmethacrylamide

: 110613-76-8
(4R,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

: 104293-58-5
(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

Guidance literature:: With triisopropoxytitanium(IV) chloride; n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1021/jm00394a008

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: N-isobutylmethacrylamide

: 104293-58-5
(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

Guidance literature:: With triisopropoxytitanium(IV) chloride; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, a. -78 deg C, 15 min, b.) 0 deg C, 30 min;
DOI:10.1021/jo00371a001

Reference yield:

: 104293-58-5
(4S,5S)-N-isobutyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

: 110613-66-6,110660-45-2
1-amino-5(S)-<-L-phenylalanyl-L-histidyl>amino>-6-cyclohexyl-2(R),4(S)-dihydroxy-2-(N-isobutylcarbamoyl)hexane

Guidance literature:: Multi-step reaction with 5 steps

1: 3-chloroperoxybenzoic acid / CH₂Cl₂ / 18 h / Ambient temperature

2: 98 percent / NaN₃, NH₄Cl / methanol / 18 h / Heating

3: HCl(g) / dioxane / 1 h / Ambient temperature

4: 72 percent / 1-hydroxybenzotriazole*H₂O, 4-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide*HCl / dimethylformamide / -23 - 20 °C

5: 88 percent / H₂, CH₃COOH / 10percent Pd/C / methanol / 16 h

With 4-methyl-morpholine; hydrogenchloride; sodium azide; hydrogen; ammonium chloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a008