Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester

Base Information

• Chemical Name: Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester
• CAS No.: 141940-41-2
• Molecular Formula: C₄₄H₅₆O₁₀S
• Molecular Weight: 776.989

Synonyms:

Chemical Property of Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester

Chemical Property:

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Technology Process of Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester

There total 7 articles about Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl 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:

(5Z,8Z,14Z)-(10R,11S,12R)-11,12-Bis-(3,4-dimethoxy-benzyloxy)-10-hydroxy-icosa-5,8,14-trienoic acid methyl ester (119119-48-1) → Benzoic acid (2E,7Z)-(1S,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester (141940-41-2,142034-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: DEAD, Ph₃P / PdCl₂(MeCN)2 / tetrahydrofuran / 0.5 h / 25 °C

2: 2percent HCl / methanol / 2 h / 24 °C

3: pyridine / CH₂Cl₂ / 12 h / 0 °C

With pyridine; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/0040-4039(92)88148-X

Reference yield:

(5Z,8Z,14Z)-(10R,11S,12R)-11,12-Bis-(3,4-dimethoxy-benzyloxy)-10-hydroxy-icosa-5,8,14-trienoic acid methyl ester (119119-48-1) → Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester (141940-41-2,142034-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: DEAD, Ph₃P / PdCl₂(MeCN)2 / tetrahydrofuran / 0.5 h / 25 °C

2: 2percent HCl / methanol / 2 h / 24 °C

3: pyridine / CH₂Cl₂ / 12 h / 0 °C

With pyridine; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/0040-4039(92)88148-X

Reference yield:

benzoic acid (65-85-0,8013-63-6) → Benzoic acid (2E,7Z)-(1R,4S,5R)-4-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-5-(toluene-4-sulfonyloxy)-trideca-2,7-dienyl ester (141940-41-2,142034-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: DEAD, Ph₃P / PdCl₂(MeCN)2 / tetrahydrofuran / 0.5 h / 25 °C

2: 2percent HCl / methanol / 2 h / 24 °C

3: pyridine / CH₂Cl₂ / 12 h / 0 °C

With pyridine; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/0040-4039(92)88148-X

upstream raw materials:

p-toluenesulfonyl chloride

(5Z,8Z,14Z)-(10R,11S,12R)-11,12-Bis-(3,4-dimethoxy-benzyloxy)-10-hydroxy-icosa-5,8,14-trienoic acid methyl ester

Benzoic acid (2E,7Z)-(1S,4S,5R)-4,5-bis-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-trideca-2,7-dienyl ester

Benzoic acid (2E,7Z)-(1R,4S,5R)-4,5-bis-(3,4-dimethoxy-benzyloxy)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-trideca-2,7-dienyl ester

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