C₂₈H₃₆O₉

Base Information

• Chemical Name: C₂₈H₃₆O₉
• CAS No.: 1616470-02-0
• Molecular Formula: C₂₈H₃₆O₉
• Molecular Weight: 516.588
• Mol file: 1616470-02-0.mol

Synonyms:

Chemical Property of C₂₈H₃₆O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₈H₃₆O₉

There total 9 articles about C₂₈H₃₆O₉ 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:

C21H32O8 (1616470-00-8) + orthobenzoic acid trimethyl ester (707-07-3) → C28H36O9 (1616470-02-0) + (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate (1616470-04-2)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; water; at 20 ℃; Overall yield = 88 %; Overall yield = 3.17 g; regioselective reaction;

DOI:10.1002/anie.201402440

Reference yield:

(E)-3-hexene-1,6-dioic acid (29311-53-3) → C28H36O9 (1616470-02-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: acetyl chloride / 0.08 h / -5 °C / Inert atmosphere

1.2: 100 °C / Inert atmosphere

2.1: AD-mix β; methanesulfonamide; sodium hydrogencarbonate / water; tert-butyl alcohol / 0 °C

3.1: toluene-4-sulfonic acid / 20 °C / Molecular sieve

4.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 30 °C

5.1: manganese(IV) oxide / 1,2-dichloro-ethane / 0.83 h / 62 °C

6.1: lanthanum(lll) triflate / toluene / 2 h / 20 °C

7.1: AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 0 - 20 °C

8.1: toluene-4-sulfonic acid / water; dichloromethane / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; methanesulfonamide; AD-mix β; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetyl chloride; lanthanum(lll) triflate; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; toluene; tert-butyl alcohol; 2.1: |Sharpless Dihydroxylation / 5.1: |Wittig Olefination / 7.1: |Sharpless Dihydroxylation;

DOI:10.1002/anie.201402440

Reference yield:

diisopropyl (3R,4R)-3,4-isopropylidenehexane-1,6-dioate (273220-58-9) → C28H36O9 (1616470-02-0)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 30 °C

2: manganese(IV) oxide / 1,2-dichloro-ethane / 0.83 h / 62 °C

3: lanthanum(lll) triflate / toluene / 2 h / 20 °C

4: AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 0 - 20 °C

5: toluene-4-sulfonic acid / water; dichloromethane / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; methanesulfonamide; AD-mix β; toluene-4-sulfonic acid; lanthanum(lll) triflate; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; toluene; tert-butyl alcohol; 2: |Wittig Olefination / 4: |Sharpless Dihydroxylation;

DOI:10.1002/anie.201402440

upstream raw materials:

diisopropyl (E)-hex-3-enedioate

(E)-3-hexene-1,6-dioic acid

diisopropyl (3R,4R)-3,4-isopropylidenehexane-1,6-dioate

diisopropyl (3R,4R)-3,4-dihydroxyhexane-1,6-dioate