C₂₁H₂₈O₆

Base Information

• Chemical Name: C₂₁H₂₈O₆
• CAS No.: 1262964-04-4
• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.45
• Mol file: 1262964-04-4.mol

Synonyms:C₂₁H₂₈O₆

Chemical Property of C₂₁H₂₈O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₂₈O₆

There total 9 articles about C₂₁H₂₈O₆ 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:

(S,E)-5-hydroxy-7-{(4-methoxybenzyl)oxy}hept-2-enal (1262963-96-1) → C21H28O6 (1262964-04-4)

Guidance literature:

Multi-step reaction with 6 steps

1: iodine / tetrahydrofuran / 0 - 20 °C

2: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 20 °C

3: titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide / dichloromethane / -15 - 0 °C / Inert atmosphere; Darkness; Molecular sieve

4: dmap; triethylamine / dichloromethane / 5 h / 20 °C

5: N-iodo-succinimide / acetonitrile / -40 - 0 °C

6: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.5 h / Reflux

With 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; triethylamine; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile; 5: Bartlett-Smith iodo-carbonate cyclization reaction;

DOI:10.1021/ol1029854

Reference yield:

(4S,6S)-4-(iodomethyl)-6-(((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)methyl)-1,3-dioxan-2-one (1262963-94-9) → C21H28O6 (1262964-04-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Reflux;

DOI:10.1021/ol1029854

Reference yield:

2-[(2R,6S)-6-[2-{(4-methoxybenzyl)oxy}ethyl]-5,6-dihydro-2H-pyran-2-yl]acetaldehyde (1262963-97-2) → C21H28O6 (1262964-04-4)

Guidance literature:

Multi-step reaction with 4 steps

1: titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide / dichloromethane / -15 - 0 °C / Inert atmosphere; Darkness; Molecular sieve

2: dmap; triethylamine / dichloromethane / 5 h / 20 °C

3: N-iodo-succinimide / acetonitrile / -40 - 0 °C

4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.5 h / Reflux

With titanium(IV) isopropylate; dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; triethylamine; silver(l) oxide; In dichloromethane; toluene; acetonitrile; 3: Bartlett-Smith iodo-carbonate cyclization reaction;

DOI:10.1021/ol1029854

upstream raw materials:

tert-butyl (R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)pent-4-en-2-yl carbonate

(4S,6S)-4-(iodomethyl)-6-(((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)methyl)-1,3-dioxan-2-one

(S,E)-5-hydroxy-7-{(4-methoxybenzyl)oxy}hept-2-enal

(2S,6R)-6-allyl-2-[2-{(4-methoxybenzyl)oxy}ethyl]-3,6-dihydro-2H-pyran

Downstream raw materials:

(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)pentane-2,4-diol

(4R,6R)-4-(((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)methyl)-2,2,6-trimethyl-1,3-dioxane