Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

Base Information

• Chemical Name: Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester
• CAS No.: 83641-66-1
• Molecular Formula: C₂₉H₄₂O₇
• Molecular Weight: 502.648
• Mol file: 83641-66-1.mol

Synonyms:

Chemical Property of Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

There total 5 articles about Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl 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: 90.0%

(Z)-7-[(2S,3R,4R)-4-Hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-6-methoxy-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester (62158-43-4,62210-94-0,62211-02-3,65027-25-0,83680-29-9) + benzoyl chloride (98-88-4) → Benzoic acid (R)-1-{(E)-2-[(2S,3R,4R)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester (83641-66-1,83641-67-2)

Guidance literature:

With pyridine; at -25 ℃; for 1h;

DOI:10.1016/S0040-4039(00)88439-7

Reference yield:

Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-formyloxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester → Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester (83641-66-1,83641-67-2)

Guidance literature:

With potassium hydrogencarbonate; In methanol; at 25 ℃; for 0.5h; Yield given;

DOI:10.1016/S0040-4039(00)88439-7

Reference yield:

(Z)-7-[(2S,3R,4R)-4-Hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-6-methoxy-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester (62158-43-4,62210-94-0,62211-02-3,65027-25-0,83680-29-9) → Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester (83641-66-1,83641-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / pyridine / 1 h / -25 °C

2: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 2 h / 0 °C

3: potassium bicarbonate / methanol / 0.5 h / 25 °C

With pyridine; potassium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)88439-7

upstream raw materials:

(Z)-7-[(2S,3R,4R)-4-Hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-6-methoxy-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

benzoyl chloride

Benzoic acid (R)-1-{(E)-2-[(2S,3R,4R)-4-hydroxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

Downstream raw materials:

Benzoic acid (R)-1-{(E)-2-[(2S,3S,4S)-6-hydroxy-4-methanesulfonyloxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

(Z)-7-[(1S,3S,4S,5R)-3-((E)-(R)-3-Triphenylsilanyloxy-oct-1-enyl)-2-oxa-6-thia-bicyclo[3.1.1]hept-4-yl]-hept-5-enoic acid methyl ester

Benzoic acid (R)-1-{(E)-2-[(2S,3S,4S)-4-methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester