isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

Base Information

Chemical Name:isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester
CAS No.:210300-07-5
Molecular Formula:C₁₉H₂₅NO₆
Molecular Weight:363.411
Hs Code.:

Synonyms:isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

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Chemical Property of isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

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Technology Process of isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

There total 16 articles about isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-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: 100.0%

: 215798-00-8
(3S,6S,7R,8R)-8-benzyl-3-[(tert-butoxycarbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate

: 210300-07-5
isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 215798-03-1
(2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester

: 210300-07-5
isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / Pd(OH)2 / ethanol / 14 h / 25 °C / 3040 Torr

2: 87 percent / Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

3: 100 percent / HF, pyridine / tetrahydrofuran / 72 h / Ambient temperature

4: 94 percent / pyridine / 5.5 h / 0 °C

5: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 25 °C

With pyridine; di-isopropyl azodicarboxylate; hydrogen fluoride; hydrogen; triphenylphosphine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

: 210300-07-5
isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP, EDCI / CH₂Cl₂ / 2 h / 10 °C

2: 100 percent / H₂ / Pd(OH)2 / ethanol / 14 h / 25 °C / 3040 Torr

3: 87 percent / Ph₃P, DIAD / CH₂Cl₂ / 24 h / 25 °C

4: 100 percent / HF, pyridine / tetrahydrofuran / 72 h / Ambient temperature

5: 94 percent / pyridine / 5.5 h / 0 °C

6: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 25 °C

With pyridine; dmap; di-isopropyl azodicarboxylate; hydrogen fluoride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00777-7