3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

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Chemical Name:3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester
CAS No.:437614-06-7
Molecular Formula:C₅₁H₄₂O₇
Molecular Weight:766.89
Hs Code.:

Synonyms:3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

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Chemical Property of 3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

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Technology Process of 3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

There total 11 articles about 3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl 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: 83.0%

: 100-39-0
benzyl bromide

: 437614-02-3
3-Benzyloxy-5-(3-benzyloxy-2-vinyl-benzoyloxy)-4-iodo-benzoic acid benzyl ester

: 437614-06-7
3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

Guidance literature:: 3-Benzyloxy-5-(3-benzyloxy-2-vinyl-benzoyloxy)-4-iodo-benzoic acid benzyl ester; With bis-triphenylphosphine-palladium(II) chloride; sodium acetate; In N,N-dimethyl-formamide; acetonitrile; at 85 ℃; for 43h;

benzyl bromide; With potassium hydroxide; In acetonitrile; for 16.5h;
DOI:10.1016/S0040-4020(02)00096-0

Reference yield:

: 303-38-8
2,3-Dihydroxybenzoic acid

: 437614-06-7
3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: K₂CO₃ / dimethylformamide

2.1: LiOH; H₂O / tetrahydrofuran

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

4.1: 100 percent / Et₃N / CH₂Cl₂ / 6.5 h

5.1: 86 percent / Ph₃P; C₂Cl₆; Et₃N / acetonitrile / 0.75 h

6.1: 100 percent / tetrahydrofuran / 18.5 h / 25 °C

7.1: 39 mg / aq. NaOH / methanol / 96 h / Heating

8.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

9.1: 462 mg / Et₃N / CH₂Cl₂ / 17 h

10.1: (Ph₃P)2PdCl₂; NaOAc / acetonitrile; dimethylformamide / 43 h / 85 °C

10.2: 83 percent / KOH / acetonitrile / 16.5 h

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; sodium hydroxide; oxalyl dichloride; hexachloroethane; water; sodium acetate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(02)00096-0

Reference yield:

: 74272-78-9
2,3-dibenzyloxybenzoic acid

: 437614-06-7
3,5-Bis-benzyloxy-4-[1-(2-benzyloxy-6-benzyloxycarbonyl-phenyl)-vinyl]-benzoic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

2.1: 100 percent / Et₃N / CH₂Cl₂ / 6.5 h

3.1: 86 percent / Ph₃P; C₂Cl₆; Et₃N / acetonitrile / 0.75 h

4.1: 100 percent / tetrahydrofuran / 18.5 h / 25 °C

5.1: 39 mg / aq. NaOH / methanol / 96 h / Heating

6.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

7.1: 462 mg / Et₃N / CH₂Cl₂ / 17 h

8.1: (Ph₃P)2PdCl₂; NaOAc / acetonitrile; dimethylformamide / 43 h / 85 °C

8.2: 83 percent / KOH / acetonitrile / 16.5 h

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; oxalyl dichloride; hexachloroethane; sodium acetate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(02)00096-0