Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester

Base Information

• Chemical Name: Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester
• CAS No.: 853929-30-3
• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.43
• Mol file: 853929-30-3.mol

Synonyms:Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester

Chemical Property of Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester

There total 4 articles about Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl 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: 88.0%

Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester (853929-27-8) → Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester (853929-30-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 20 ℃;

DOI:10.1016/j.tetlet.2005.03.175

Reference yield:

Benzyloxymethyl-oxiran (2930-05-4) → Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester (853929-30-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 45 percent / H₂O / (R,R)-(salen)Co(III)(OAc) / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran / -70 - 20 °C

2.2: 85 percent / BF₃*Et₂O / tetrahydrofuran / -78 °C

3.1: 92 percent / pyridine / 0 - 20 °C

4.1: 88 percent / pyridinium p-toluenesulfonate / methanol / 20 °C

With pyridine; n-butyllithium; water; pyridinium p-toluenesulfonate; (R,R)-(salen)Co(III)(OAc); In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2005.03.175

Reference yield:

(2S)-1-(benzyloxy)-8-((tetrahydro-2H-pyran-2-yl)oxy)oct-4-yn-2-ol (853929-20-1) → Benzoic acid (S)-1-benzyloxymethyl-7-hydroxy-hept-3-ynyl ester (853929-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine / 0 - 20 °C

2: 88 percent / pyridinium p-toluenesulfonate / methanol / 20 °C

With pyridine; pyridinium p-toluenesulfonate; In methanol;

DOI:10.1016/j.tetlet.2005.03.175

upstream raw materials:

Benzoic acid (S)-1-benzyloxymethyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-ynyl ester

(2S)-1-(benzyloxy)-8-((tetrahydro-2H-pyran-2-yl)oxy)oct-4-yn-2-ol

Benzyloxymethyl-oxiran

(S)-benzyl glycidyl ether

Downstream raw materials:

Benzoic acid (S)-1-benzyloxymethyl-6-methoxycarbonyl-hex-3-ynyl ester

C₃₇H₃₈O₆

C₃₇H₄₂O₆

7(S),17(S)-resolvin D5