(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

Base Information

Chemical Name:(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid
CAS No.:452956-92-2
Molecular Formula:C₄₆H₇₃N₃O₉
Molecular Weight:812.1
Hs Code.:

(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

Synonyms:(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

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Chemical Property of (2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

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Technology Process of (2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

There total 31 articles about (2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic 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: 63.0%

: 452956-91-1
prop-2-en-1-yl (2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoate

: 452956-92-2
(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/hlca.201300255

Reference yield:

: 851121-38-5
[4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-2-oxo-butyl]-phosphonic acid diethyl ester

: 452956-92-2
(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-BuLi / tetrahydrofuran / -78 - 20 °C

1.2: 75 percent / tetrahydrofuran / 3 h / -78 - 20 °C

2.1: 85 percent / DIBAL-H / toluene / 0.5 h / -78 °C

3.1: 90 percent / m-CPBA / 0.5 h / 0 - 20 °C

4.1: 75 percent / cyclohexa-1,4-diene; Zn; ZnCl₂ / Cp₂TiCl₂ / tetrahydrofuran / 8 h / -20 - 20 °C

5.1: CSA / 1 h / 0 - 20 °C

6.1: TBAF / tetrahydrofuran / 2 h / 0 - 20 °C

7.1: RuCl₃*3H₂O; NaIO₄ / acetonitrile; CCl₄; H₂O / 0.5 h / 0 °C

8.1: 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole / CH₂Cl₂ / 0 °C

8.2: 65 percent / DIPEA / CH₂Cl₂ / 12 h / 0 - 20 °C

9.1: LiOH / tetrahydrofuran; methanol; H₂O / 1 h / 0 °C

10.1: DCC; DMAP / CH₂Cl₂ / 2 h / 0 °C

11.1: CSA / CH₂Cl₂ / 2 h / 0 - 20 °C

12.1: morpholine / Pd(Ph₃P)4 / tetrahydrofuran

With morpholine; dmap; ruthenium trichloride; lithium hydroxide; sodium periodate; n-butyllithium; cyclohexa-1,4-diene; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; zinc(II) chloride; zinc; bis(cyclopentadienyl)titanium dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2005.06.073

Reference yield:

: 864430-35-3
(R)-2-((4R,5S,6R)-2,2,5-Trimethyl-6-tridecyl-[1,3]dioxan-4-yl)-propionic acid

: 452956-92-2
(2S)-3-(benzyloxy)-2-{[(2S)-3-(benzyloxy)-2-{[(2S)-2-{[(2R,3R,4S,5R)-3,5-dihydroxy-2,4-dimethyloctadecanoyl]amino}-3-methylbutanoyl]amino}butanoyl]amino}propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole / CH₂Cl₂ / 0 °C

1.2: 65 percent / DIPEA / CH₂Cl₂ / 12 h / 0 - 20 °C

2.1: LiOH / tetrahydrofuran; methanol; H₂O / 1 h / 0 °C

3.1: DCC; DMAP / CH₂Cl₂ / 2 h / 0 °C

4.1: CSA / CH₂Cl₂ / 2 h / 0 - 20 °C

5.1: morpholine / Pd(Ph₃P)4 / tetrahydrofuran

With morpholine; dmap; lithium hydroxide; camphor-10-sulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tetlet.2005.06.073