3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Base Information

Chemical Name:3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester
CAS No.:896434-12-1
Molecular Formula:C₃₃H₄₂N₂O₉
Molecular Weight:610.704
Hs Code.:

Synonyms:3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

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Chemical Property of 3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

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Technology Process of 3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

There total 23 articles about 3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl 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: 94.0%

: 53346-04-6
3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-amino-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

: 620970-68-5
2-benzyloxy-3-formylaminobenzoic acid

: 896434-12-1
3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 30 ℃; for 23h;
DOI:10.1021/jo0604890

Reference yield:

: 896434-05-2
1-((R)-4-Phenyl-2-thioxo-oxazolidin-3-yl)-hexan-1-one

: 896434-12-1
3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 1 h / -20 °C

1.2: 90 percent / CH₂Cl₂ / 9 h / -20 - -5 °C

2.1: 89 percent / pyridine; DMAP / CH₂Cl₂ / 8 h / 0 °C

3.1: 74 percent / DMAP / CH₂Cl₂ / 46.5 h / 20 °C

4.1: 98 percent / NaIO₄ / tetrahydrofuran; H₂O / 3 h / cooling

5.1: 100 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 26 h / 20 °C

6.1: 100 percent / hydrogen / Pd(OH)2/C / methanol / 8 h / 40 °C / 22800 Torr

7.1: 62 percent / DMAP; 2-methyl-6-nitrobenzoic acid anhydride; molecular sieves 4 Angstroem / toluene / 16 h / 20 °C

8.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 9.5 h / 20 °C

9.1: 94 percent / HOBt; EDC*HCl; N-methylmorpholine / dimethylformamide / 23 h / 30 °C

With 4-methyl-morpholine; pyridine; dmap; sodium periodate; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; 2-methyl-6-nitrobenzoic anhydride; hydrogen; titanium tetrachloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0604890

Reference yield:

: 896434-08-5
(R)-2-[(1R,2S)-2-Hydroxy-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

: 896434-12-1
3-Methyl-butyric acid (2R,3S,6S,7R,8R)-3-(2-benzyloxy-3-formylamino-benzoylamino)-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 26 h / 20 °C

2: 100 percent / hydrogen / Pd(OH)2/C / methanol / 8 h / 40 °C / 22800 Torr

3: 62 percent / DMAP; 2-methyl-6-nitrobenzoic acid anhydride; molecular sieves 4 Angstroem / toluene / 16 h / 20 °C

4: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 9.5 h / 20 °C

5: 94 percent / HOBt; EDC*HCl; N-methylmorpholine / dimethylformamide / 23 h / 30 °C

With 4-methyl-morpholine; dmap; 4 A molecular sieve; 2-methyl-6-nitrobenzoic anhydride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0604890