(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Base Information

Chemical Name:(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester
CAS No.:172025-46-6
Molecular Formula:C₂₆H₃₃NO₅
Molecular Weight:439.552
Hs Code.:

Synonyms:(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

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Chemical Property of (S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

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Technology Process of (S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

There total 6 articles about (S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl 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: 82.7%

: 1738-69-8
L-Leucine benzyl ester

: 172025-45-5
(4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid

: 172025-46-6
(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 2h;
DOI:10.1271/bbb.60.534

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 172025-46-6
(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 1) 5 deg C, 1 h, 2) room temperature, 1.5 h

2: 7.7 g / NaIO₄ / diethyl ether; H₂O / 2 h / Ambient temperature

3: 53 percent / Jones reagent / acetone / 0.25 h / 0 °C

4: 91.7 percent / H₂ / Pd-C / methanol

5: 82.7 percent / 1-ethyl-3-(3-dimethylaminoproyl)carbodiimide hydrochloride / CH₂Cl₂ / 2 h

With sodium periodate; jones reagent; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1271/bbb.60.534

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 172025-46-6
(S)-2-[((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 1) 5 deg C, 1 h, 2) room temperature, 1.5 h

2: 7.7 g / NaIO₄ / diethyl ether; H₂O / 2 h / Ambient temperature

3: 53 percent / Jones reagent / acetone / 0.25 h / 0 °C

4: 91.7 percent / H₂ / Pd-C / methanol

5: 82.7 percent / 1-ethyl-3-(3-dimethylaminoproyl)carbodiimide hydrochloride / CH₂Cl₂ / 2 h

With sodium periodate; jones reagent; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1271/bbb.60.534