(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester

Base Information

Chemical Name:(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester
CAS No.:847020-77-3
Molecular Formula:C₂₆H₂₉NO₆
Molecular Weight:451.519
Hs Code.:

Synonyms:(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester

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

Chemical Property:

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

There total 8 articles about (R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-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:

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

: 847020-77-3
(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / diisopropylethylamine / tetrahydrofuran / 2 h

2.1: aq. OsO₄ / dioxane / 0.5 h

2.2: 65 percent / aq. NaIO₄

3.1: pTsOH*H₂O / methanol / 3 h / Heating

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

Reference yield:

: 939-26-4
2-bromomethylnaphthyl bromide

: 847020-77-3
(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 90 percent / tetrahydrofuran / -78 - 20 °C

2.1: aq. KOH / tetrahydrofuran; methanol / 2.5 h / Heating

3.1: 22.0 g / K₂CO₃ / dimethylformamide / cooling

4.1: 87 percent / dimedone; Pd(PPh₃)4 / tetrahydrofuran

5.1: 95 percent / diisopropylethylamine / tetrahydrofuran / 2 h

6.1: aq. OsO₄ / dioxane / 0.5 h

6.2: 65 percent / aq. NaIO₄

7.1: pTsOH*H₂O / methanol / 3 h / Heating

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

Reference yield:

: 847020-74-0
(S)-2-Amino-5-methyl-2-naphthalen-2-ylmethyl-hex-4-enoic acid methyl ester

: 847020-77-3
(R)-2-Benzyloxycarbonylamino-4,4-dimethoxy-2-naphthalen-2-ylmethyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / diisopropylethylamine / tetrahydrofuran / 2 h

2.1: aq. OsO₄ / dioxane / 0.5 h

2.2: 65 percent / aq. NaIO₄

3.1: pTsOH*H₂O / methanol / 3 h / Heating

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