(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

Base Information

Chemical Name:(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester
CAS No.:847020-69-3
Molecular Formula:C₂₄H₂₃NO₅
Molecular Weight:405.45
Hs Code.:

Synonyms:(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

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Chemical Property of (R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

Chemical Property:

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Technology Process of (R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

There total 7 articles about (R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric 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: 32.0%

: 847020-68-2
(S)-2-Benzyloxycarbonylamino-5-methyl-2-naphthalen-1-ylmethyl-hex-4-enoic acid methyl ester

: 847020-69-3
(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

Guidance literature:: (S)-2-Benzyloxycarbonylamino-5-methyl-2-naphthalen-1-ylmethyl-hex-4-enoic acid methyl ester; With osmium(VIII) oxide; In 1,4-dioxane; for 0.5h;

With sodium periodate;
DOI:10.1021/ol0476974

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 847020-69-3
(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / diisopropylethylamine / tetrahydrofuran

2.1: aq. OsO₄ / dioxane / 0.5 h

2.2: 32 percent / aq. NaIO₄

With osmium(VIII) oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/ol0476974

Reference yield:

: 3163-27-7
2-(bromomethyl)naphthalene

: 847020-69-3
(R)-2-Benzyloxycarbonylamino-2-naphthalen-1-ylmethyl-4-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 93 percent / tetrahydrofuran / -78 - 20 °C

2.1: aq. KOH / tetrahydrofuran; methanol / 4 h / Heating

3.1: 17.6 g / K₂CO₃ / dimethylformamide / cooling

4.1: 59 percent / dimedone; Pd(PPh₃)4 / tetrahydrofuran

5.1: 99 percent / diisopropylethylamine / tetrahydrofuran

6.1: aq. OsO₄ / dioxane / 0.5 h

6.2: 32 percent / aq. NaIO₄

With potassium hydroxide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; dimedone; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0476974