ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate

Base Information

• Chemical Name: ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate
• CAS No.: 93135-28-5
• Molecular Formula: C₂₂H₂₅Cl₂NO₆S
• Molecular Weight: 502.416

Synonyms:ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate

Chemical Property of ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate

There total 12 articles about ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>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:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate (93135-28-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 71 percent / K₂CO₃ / dimethylformamide / Ambient temperature; overnight

2: 95 percent / AlCl₃ / CH₂Cl₂ / Ambient temperature

3: 88 percent / K₂CO₃ / butan-2-one / 2 h / Heating

4: H₂ / 5percent sulfided Pt/C / ethanol

5: 1.) NaNO₂, H₂SO₄, 2.) Na₂SO₄, H₂SO₄ / 1.) H₂O, RT, overnight, 2.) H₂O, reflux, 2 h

6: H₂SO₄ / 2.5 h / Heating

7: H₂SO₄ / acetic acid / Ambient temperature

8: H₂SO₄ / Ambient temperature

9: HCl / ethanol / 4 h / Heating

10: 1.36 g / Et₃N / dimethylformamide / 2.5 h / Ambient temperature

With hydrogenchloride; aluminium trichloride; sulfuric acid; hydrogen; potassium carbonate; sodium sulfate; triethylamine; sodium nitrite; sulfided Pt/C; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; butanone;

DOI:10.1021/jm00379a016

Reference yield:

2,3-dichloro-4-ethoxybenzenethiol (87181-26-8) → ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate (93135-28-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 71 percent / K₂CO₃ / dimethylformamide / Ambient temperature; overnight

2: 95 percent / AlCl₃ / CH₂Cl₂ / Ambient temperature

3: 88 percent / K₂CO₃ / butan-2-one / 2 h / Heating

4: H₂ / 5percent sulfided Pt/C / ethanol

5: 1.) NaNO₂, H₂SO₄, 2.) Na₂SO₄, H₂SO₄ / 1.) H₂O, RT, overnight, 2.) H₂O, reflux, 2 h

6: H₂SO₄ / 2.5 h / Heating

7: H₂SO₄ / acetic acid / Ambient temperature

8: H₂SO₄ / Ambient temperature

9: HCl / ethanol / 4 h / Heating

10: 1.36 g / Et₃N / dimethylformamide / 2.5 h / Ambient temperature

With hydrogenchloride; aluminium trichloride; sulfuric acid; hydrogen; potassium carbonate; sodium sulfate; triethylamine; sodium nitrite; sulfided Pt/C; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; butanone;

DOI:10.1021/jm00379a016

Reference yield:

2,3-dichloro-4-ethoxybenzenesulfonyl chloride (93135-45-6) → ethyl <2,3-dichloro-<4-hydroxy-3-<(tert-butoxycarbonyl)aminomethyl>phenylthio>phenoxy>acetate (93135-28-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 87 percent / LiAlH₄ / diethyl ether / 1 h / Heating

2: 71 percent / K₂CO₃ / dimethylformamide / Ambient temperature; overnight

3: 95 percent / AlCl₃ / CH₂Cl₂ / Ambient temperature

4: 88 percent / K₂CO₃ / butan-2-one / 2 h / Heating

5: H₂ / 5percent sulfided Pt/C / ethanol

6: 1.) NaNO₂, H₂SO₄, 2.) Na₂SO₄, H₂SO₄ / 1.) H₂O, RT, overnight, 2.) H₂O, reflux, 2 h

7: H₂SO₄ / 2.5 h / Heating

8: H₂SO₄ / acetic acid / Ambient temperature

9: H₂SO₄ / Ambient temperature

10: HCl / ethanol / 4 h / Heating

11: 1.36 g / Et₃N / dimethylformamide / 2.5 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; aluminium trichloride; sulfuric acid; hydrogen; potassium carbonate; sodium sulfate; triethylamine; sodium nitrite; sulfided Pt/C; In diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; butanone;

DOI:10.1021/jm00379a016

upstream raw materials:

di-tert-butyl dicarbonate

ethyl <2,3-dichloro-4-<<3-(aminomethyl)-4-hydroxyphenyl>sulfenyl>phenoxy>acetate hydrochloride

4-Fluoronitrobenzene

2,3-dichloro-4-ethoxybenzenethiol

Downstream raw materials:

{4-[3-(tert-Butoxycarbonylamino-methyl)-4-(2-methoxy-ethoxymethoxy)-benzenesulfinyl]-2,3-dichloro-phenoxy}-acetic acid ethyl ester

methyl <2,3-dichloro-4-<<3-(aminomethyl)-4-hydroxyphenyl>sulfinyl>phenoxy>acetate hydrochloride

{4-[3-(tert-Butoxycarbonylamino-methyl)-4-(2-methoxy-ethoxymethoxy)-phenylsulfanyl]-2,3-dichloro-phenoxy}-acetic acid ethyl ester

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