2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester

Base Information

• Chemical Name: 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester
• CAS No.: 1026493-40-2
• Molecular Formula: C₃₇H₄₆O₈
• Molecular Weight: 618.767
• Mol file: 1026493-40-2.mol

Synonyms:2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester

Chemical Property of 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester

There total 5 articles about 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl 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:

methyl 2-[(1E,4R,6S,8S)-4,11-bis(benzyloxy)-6,8-dihydroxy-undec-1-enyl]-6-methoxybenzoate → 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester (1026493-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / LiOH / methanol; H₂O / 72 h / 60 °C

2: [RuCl₂(p-cumene)]2 / toluene / 0.5 h / 0 °C

With lithium hydroxide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In methanol; water; toluene;

DOI:10.1002/anie.200460760

Reference yield:

(4R,6S)-4-[(2R)-2-(benzyloxy)pent-4-ynyl]-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxane (570397-51-2) → 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester (1026493-40-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 1 h / 0 °C

2.1: Bu₃SnCl; NaOH / Cu(acac)2 / tetrahydrofuran; H₂O / 3 h / -15 - 23 °C

2.2: P(furyl)3; LiCl / Pd₂(dba)3 / 1-methyl-pyrrolidin-2-one / 48 h / 60 °C

3.1: 99 percent / AcOH / 1.33 h / 23 °C

4.1: 99 percent / LiOH / methanol; H₂O / 72 h / 60 °C

5.1: [RuCl₂(p-cumene)]2 / toluene / 0.5 h / 0 °C

With lithium hydroxide; sodium hydroxide; tributyltin chloride; acetic acid; copper acetylacetonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1002/anie.200460760

Reference yield:

methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate (570397-55-6) → 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester (1026493-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / AcOH / 1.33 h / 23 °C

2: 99 percent / LiOH / methanol; H₂O / 72 h / 60 °C

3: [RuCl₂(p-cumene)]2 / toluene / 0.5 h / 0 °C

With lithium hydroxide; acetic acid; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In methanol; water; toluene;

DOI:10.1002/anie.200460760

upstream raw materials:

1-ethoxyacetylene

(4R,6S)-4-[(2R)-2-(benzyloxy)pent-4-ynyl]-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxane

methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

Downstream raw materials:

(3S,5R,7R)-7-(benzyloxy)-3-[3-(benzyloxy)propyl]-5-hydroxy-14-methoxy-3,4,5,6,7,8-hexahydro-1H-2-benzoxacyclododecin-1-one

(1S,11S,13R,15R)-15-Benzyloxy-11-(3-benzyloxy-propyl)-7-methoxy-10,17-dioxa-tricyclo[11.3.1.0^3,8]heptadeca-3⁽⁸⁾,4,6-trien-9-one