(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester
CAS No.:78443-03-5
Molecular Formula:C₃₃H₅₃NO₉
Molecular Weight:607.785
Hs Code.:

(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

Synonyms:(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

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Chemical Property of (R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

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Technology Process of (R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

There total 16 articles about (R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester 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: 85.0%

: 64761-29-1
mesitaldehyde dimethylacetal

: 78443-02-4
(2R,3S,4S,5R,6R,8R)-8-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-3,5,6-trihydroxy-2,4,6-trimethyl-nonanoic acid methyl ester

: 78443-03-5
(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃;
DOI:10.1021/ja00401a050

Reference yield: 40.0%

: 64761-29-1
mesitaldehyde dimethylacetal

: 78443-02-4
(2R,3S,4S,5R,6R,8R)-8-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-3,5,6-trihydroxy-2,4,6-trimethyl-nonanoic acid methyl ester

: 78443-03-5
(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 116h;
DOI:10.1139/v85-470

Reference yield:

: 78442-98-5
(2R,3S,4S)-3-Hydroxy-4-((4R,5R)-5-{(2R,3R,4R)-3-methanesulfonyloxy-4-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-2-methyl-pentyl}-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentanoic acid methyl ester

: 78443-03-5
(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / LiN₃ / hexamethylphosphoric acid triamide; H₂O / 60 °C

2: H₂ / PtO₂ / tetrahydrofuran / 760 Torr / Ambient temperature

3: aq. NaHCO₃ / CH₂Cl₂ / Ambient temperature

4: NH₂OH*HCl, K₂HPO₄ / methanol; H₂O / Heating

5: Et₃N / CH₂Cl₂ / Ambient temperature

6: 85 percent / CF₃COOH / CH₂Cl₂ / 0 °C

With dipotassium hydrogenphosphate; lithium azide; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00401a050