7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate

Base Information

• Chemical Name: 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate
• CAS No.: 1234550-74-3
• Molecular Formula: C₃₅H₃₈BrCl₃N₂O₁₂S
• Molecular Weight: 897.022

Synonyms:7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate

Chemical Property of 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate

There total 17 articles about 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate 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:

C22H25NO7 (1150635-60-1) → 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate (1234550-74-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: methanol; potassium carbonate / 1 h / 0 °C / Inert atmosphere

1.2: 0 °C / pH 3

2.1: 10% palladium on activated carbon; hydrogen / methanol / 10 h / 20 °C / 760.05 Torr

3.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 °C / Inert atmosphere

4.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

5.1: methanol; acetyl chloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

6.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

6.2: 20 h / 20 °C / Inert atmosphere; Molecular sieve

7.1: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 °C

8.1: tin(II) bromide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

9.1: lithium hydroxide / tetrahydrofuran; methanol; water / 0 - 20 °C

9.2: 0 °C

10.1: (triphenylphosphine)gold(I) chloride; silver(I) triflimide / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

11.1: dichloromethane / 22 h / 20 °C / Inert atmosphere

With methanol; N-Bromosuccinimide; (triphenylphosphine)gold(I) chloride; lithium hydroxide monohydrate; 10% palladium on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; tin(II) bromide; sodium hydrogencarbonate; potassium carbonate; acetyl chloride; lithium hydroxide; silver(I) triflimide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo100788j

Reference yield:

(S)-methyl 3-(2-bromo-5-hydroxy-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate (1177255-35-4) → 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate (1234550-74-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: methanol; acetyl chloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 20 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 °C

5.1: tin(II) bromide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

6.1: lithium hydroxide / tetrahydrofuran; methanol; water / 0 - 20 °C

6.2: 0 °C

7.1: (triphenylphosphine)gold(I) chloride; silver(I) triflimide / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

8.1: dichloromethane / 22 h / 20 °C / Inert atmosphere

With methanol; (triphenylphosphine)gold(I) chloride; lithium hydroxide monohydrate; tetra-(n-butyl)ammonium iodide; tin(II) bromide; sodium hydrogencarbonate; potassium carbonate; acetyl chloride; lithium hydroxide; silver(I) triflimide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo100788j

Reference yield:

(R)-tert-butyl 2-(benzyloxy)-1-(6-(methoxymethoxy)-7-methylbenzo[d][1,3]dioxol-4-yl)ethylcarbamate (1234550-76-5) → 7-((4R,7S)-7-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-12,12,12-trichloro-6,9-dioxo-8-(2-oxopropyl)-1-phenyl-2,10-dioxa-5,8-diazadodecan-4-yl)-4-methylbenzo[d][1,3]dioxol-5-yl methanesulfonate (1234550-74-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; water / 1,4-dioxane; methanol / 5 h / 0 - 20 °C

2.1: sodium hydrogencarbonate / dichloromethane; water / 3 h / 0 - 20 °C / pH 8

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

4.2: 0 °C / pH 8

5.1: dichloromethane / 22 h / 20 °C / Inert atmosphere

With hydrogenchloride; water; sodium hydrogencarbonate; methoxybenzene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/jo100788j

upstream raw materials:

C₂₂H₂₅NO₇

(S)-methyl 3-(2-bromo-5-hydroxy-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

(R)-tert-butyl 2-(benzyloxy)-1-(6-(methoxymethoxy)-7-methylbenzo[d][1,3]dioxol-4-yl)ethylcarbamate

(S)-methyl 2-(tert-butoxycarbonylamino)-3-(3-hydroxy-4-methoxy-5-methylphenyl)propanoate

Downstream raw materials:

(S)-2,2,2-trichloroethyl 4-((R)-2-(benzyloxy)-1-(7-methyl-6-(methylsulfonyloxy)benzo[d][1,3]dioxol-4-yl)ethyl)-2-(2-bromo-5-hydroxy-4-methoxy-3-methylbenzyl)-5-methyl-3-oxo-3,4-dihydropyrazine-1(2H)-carboxylate

C₃₅H₃₄BrCl₃N₂O₁₁S

C₄₂H₄₀BrCl₃N₂O₁₁S

C₄₂H₄₂BrCl₃N₂O₁₂S

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