(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

Base Information

Chemical Name:(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester
CAS No.:175165-67-0
Molecular Formula:C₁₇H₂₃N₃O₄
Molecular Weight:333.387
Hs Code.:

Synonyms:(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

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Chemical Property of (R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

Chemical Property:

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Technology Process of (R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

There total 10 articles about (R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-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: 97.0%

: 175165-66-9
(R)-3-(3-Cyclopentyloxy-4-methoxy-phenyl)-4-hydroxy-butyric acid methyl ester

: 175165-67-0
(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

Guidance literature:: With diphenylphosphoranyl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;
DOI:10.3987/COM-95-S33

Reference yield:

: 621-59-0
isovanillin

: 175165-67-0
(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: K₂CO₃ / dimethylformamide / 100 °C

2: nBuLi / tetrahydrofuran / 0 °C

3: POCl₃,Zn-Cu / tetrahydrofuran / Ambient temperature

4: Zn / acetic acid / Heating

5: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 °C

6: 1.) O₃; 2.) NaBH₄; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.

7: 3N KOH / Ambient temperature

8: diethyl ether / 0 °C

9: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc copper; (R,R')-α,α'-dimethyldibenzylamide; diphenylphosphoranyl azide; potassium carbonate; ozone; triphenylphosphine; zinc; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-95-S33

Reference yield:

: 137-43-9
Cyclopentyl bromide

: 175165-67-0
(R)-4-Azido-3-(3-cyclopentyloxy-4-methoxy-phenyl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: K₂CO₃ / dimethylformamide / 100 °C

2: nBuLi / tetrahydrofuran / 0 °C

3: POCl₃,Zn-Cu / tetrahydrofuran / Ambient temperature

4: Zn / acetic acid / Heating

5: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 °C

6: 1.) O₃; 2.) NaBH₄; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.

7: 3N KOH / Ambient temperature

8: diethyl ether / 0 °C

9: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc copper; (R,R')-α,α'-dimethyldibenzylamide; diphenylphosphoranyl azide; potassium carbonate; ozone; triphenylphosphine; zinc; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-95-S33