Benzoic acid, 5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2 -[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[ (2-methoxyethoxy)methoxy]-, methyl ester

Base Information

Chemical Name:Benzoic acid, 5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2 -[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[ (2-methoxyethoxy)methoxy]-, methyl ester
CAS No.:192698-86-5
Molecular Formula:C49H55BrO11
Molecular Weight:899.873
Hs Code.:
Mol file:192698-86-5.mol

Benzoic acid,
5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2
-[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[
(2-methoxyethoxy)methoxy]-, methyl ester

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Chemical Property of Benzoic acid, 5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2 -[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[ (2-methoxyethoxy)methoxy]-, methyl ester

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Technology Process of Benzoic acid, 5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2 -[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[ (2-methoxyethoxy)methoxy]-, methyl ester

There total 21 articles about Benzoic acid, 5-[2-[4-[[3-(bromomethyl)-2-methoxy-5-(phenylmethoxy)phenyl]methyl]-2 -[2-(1,1-dimethylethoxy)-2-oxoethoxy]-5-(phenylmethoxy)phenyl]ethyl]-2-[ (2-methoxyethoxy)methoxy]-, 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: 89.0%

: 192698-85-4
5-{2-[5-Benzyloxy-4-(5-benzyloxy-3-hydroxymethyl-2-methoxy-benzyl)-2-tert-butoxycarbonylmethoxy-phenyl]-ethyl}-2-(2-methoxy-ethoxymethoxy)-benzoic acid methyl ester

: 192698-86-5
5-{2-[5-Benzyloxy-4-(5-benzyloxy-3-bromomethyl-2-methoxy-benzyl)-2-tert-butoxycarbonylmethoxy-phenyl]-ethyl}-2-(2-methoxy-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: With N-Bromosuccinimide; triphenylphosphine; In tetrahydrofuran; 10 deg C to rt;
DOI:10.1021/jo970596h

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 192698-86-5
5-{2-[5-Benzyloxy-4-(5-benzyloxy-3-bromomethyl-2-methoxy-benzyl)-2-tert-butoxycarbonylmethoxy-phenyl]-ethyl}-2-(2-methoxy-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 92 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h

2: NaH, DMPU / tetrahydrofuran / -10 deg C, 45 min, -10 deg C to rt, 4 h

3: 84 percent / NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 0.33 h / -78 - -45 °C

4: 89 percent / Ph₃P, NBS / tetrahydrofuran / 0.25 h / 5 °C

5: 87 percent / 1.) Zn, 1,2-dibromoethane, 2.) (Ph₃P)4Pd / tetrahydrofuran / 1.) -5 deg C, 4.75 h, 2.) 60 deg C, 17 h

6: 95 percent / pyridinium tosylate / tetrahydrofuran; propan-2-ol / 32 h / 70 °C

8: NaOMe

9: 89 percent / I₂, morpholine / CH₂Cl₂ / 7 h / -10 °C

10: 82 percent / (Ph₃P)4Pd, CuI, piperidine / tetrahydrofuran / 3 h

11: 87 percent / K₂CO₃ / acetonitrile

12: 73 percent / H₂ / Pd/C / ethyl acetate / 3 h

13: 93 percent / AcOH, Bu₄NF / tetrahydrofuran / 1 h

14: 89 percent / Ph₃P, NBS / tetrahydrofuran / 10 deg C to rt

With piperidine; morpholine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; acetic acid; ethylene dibromide; triethylamine; triphenylphosphine; zinc; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; ethyl acetate; isopropyl alcohol; acetonitrile;
DOI:10.1021/jo970596h

Reference yield:

: 147067-92-3
2-hydroxy-5-benzoyloxybenzaldehyde

: 192698-86-5
5-{2-[5-Benzyloxy-4-(5-benzyloxy-3-bromomethyl-2-methoxy-benzyl)-2-tert-butoxycarbonylmethoxy-phenyl]-ethyl}-2-(2-methoxy-ethoxymethoxy)-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: NaH, DMPU / tetrahydrofuran / -10 deg C, 45 min, -10 deg C to rt, 4 h

2: 84 percent / NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 0.33 h / -78 - -45 °C

3: 89 percent / Ph₃P, NBS / tetrahydrofuran / 0.25 h / 5 °C

4: 87 percent / 1.) Zn, 1,2-dibromoethane, 2.) (Ph₃P)4Pd / tetrahydrofuran / 1.) -5 deg C, 4.75 h, 2.) 60 deg C, 17 h

5: 95 percent / pyridinium tosylate / tetrahydrofuran; propan-2-ol / 32 h / 70 °C

7: NaOMe

8: 89 percent / I₂, morpholine / CH₂Cl₂ / 7 h / -10 °C

9: 82 percent / (Ph₃P)4Pd, CuI, piperidine / tetrahydrofuran / 3 h

10: 87 percent / K₂CO₃ / acetonitrile

11: 73 percent / H₂ / Pd/C / ethyl acetate / 3 h

12: 93 percent / AcOH, Bu₄NF / tetrahydrofuran / 1 h

13: 89 percent / Ph₃P, NBS / tetrahydrofuran / 10 deg C to rt

With piperidine; morpholine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; acetic acid; ethylene dibromide; triphenylphosphine; zinc; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; ethyl acetate; isopropyl alcohol; acetonitrile;
DOI:10.1021/jo970596h