(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

Base Information

Chemical Name:(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate
CAS No.:159579-72-3
Molecular Formula:C₂₀H₂₃N₃O₆
Molecular Weight:401.419
Hs Code.:

Synonyms:(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

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Chemical Property of (Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

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Technology Process of (Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

There total 1 articles about (Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate 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: 89.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: Azido-(3-benzyloxy-4-methoxy-phenyl)-acetic acid

: (Methoxyethoxy)methyl 2(S)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

: 159579-72-3
(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; In dichloromethane; for 0.5h;
DOI:10.1021/jo00088a010

Reference yield:

: 159579-72-3
(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

: (R)-tert-Butoxycarbonylamino-[4-methoxy-3-(3-methoxy-2-methyl-phenoxy)-phenyl]-acetic acid 2-methoxy-ethoxymethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 10percent Pd-C / tetrahydrofuran / 38 h

2: 6(R)-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

With (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine; hydrogen; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jo00088a010

Reference yield:

: 159579-72-3
(Methoxyethoxy)methyl 2(R)-azido-2-<3-(benzyloxy)-4-methoxyphenyl>acetate

: (8S,11R,14R)-11-Benzyl-14-tert-butoxycarbonylamino-5,18-dimethoxy-4-methyl-10,13-dioxo-2-oxa-9,12-diaza-tricyclo[13.3.1.1^3,7]icosa-1⁽¹⁸⁾,3⁽²⁰⁾,4,6,15⁽¹⁹⁾,16-hexaene-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / 10percent Pd-C / tetrahydrofuran / 38 h

3: EDC, HOBT / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temp., 15 min

4: MgBr₂*Et₂O / CH₂Cl₂ / 36 h / Ambient temperature

5: 60 percent / DCC / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temp., overnight

6: H₂ / Pd-C

7: Et₃N / dioxane / 12 h / 90 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; dicyclohexyl-carbodiimide; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo00088a010