4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid

Base Information

• Chemical Name: 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid
• CAS No.: 211691-98-4
• Molecular Formula: C₂₅H₃₀O₆
• Molecular Weight: 426.51

Synonyms:4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid

Chemical Property of 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid

Chemical Property:

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Technology Process of 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid

There total 3 articles about 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid 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:

4-[(2S,4R)-4-((E)-(S)-8-Benzoyloxy-1-benzyloxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid methyl ester → 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid (211691-98-4)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; methanol; Yield given;

DOI:10.1002/(SICI)1521-3773(19980619)37:11<1566::AID-ANIE1566>3.0.CO;2-U

Reference yield:

methyl 4-formylbenzoate (1571-08-0) → 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid (211691-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH, molecular sieves 4 Angstroem

2: H₂O, LiOH / methanol; tetrahydrofuran

With lithium hydroxide; 4 A molecular sieve; water; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;

DOI:10.1002/(SICI)1521-3773(19980619)37:11<1566::AID-ANIE1566>3.0.CO;2-U

Reference yield:

Benzoic acid (E)-(8S,9R)-8-benzyloxy-9,10-dihydroxy-dec-4-enyl ester (211691-90-6) → 4-[(2S,4R)-4-((E)-(S)-1-Benzyloxy-8-hydroxy-oct-4-enyl)-[1,3]dioxolan-2-yl]-benzoic acid (211691-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH, molecular sieves 4 Angstroem

2: H₂O, LiOH / methanol; tetrahydrofuran

With lithium hydroxide; 4 A molecular sieve; water; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;

DOI:10.1002/(SICI)1521-3773(19980619)37:11<1566::AID-ANIE1566>3.0.CO;2-U

upstream raw materials:

methyl 4-formylbenzoate

Benzoic acid (E)-(8S,9R)-8-benzyloxy-9,10-dihydroxy-dec-4-enyl ester

Downstream raw materials:

(E)-(2S,5R,6S)-6-Benzyloxy-3,14,21-trioxa-tricyclo[14.2.2.1^2,5]henicosa-1⁽¹⁹⁾,9,16⁽²⁰⁾,17-tetraen-15-one

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