1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, (3R,4S,6S,9R)-

Base Information

• Chemical Name: 1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, (3R,4S,6S,9R)-
• CAS No.: 111465-44-2
• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.304
• Mol file: 111465-44-2.mol

Synonyms:1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, [3R-[3a,4a,6a(R*)]]-; Talaromycin F

Chemical Property of 1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, (3R,4S,6S,9R)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, (3R,4S,6S,9R)-

There total 219 articles about 1,7-Dioxaspiro[5.5]undecane-3-methanol,9-ethyl-4-hydroxy-, (3R,4S,6S,9R)- 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: 100.0%

(3S,4R,6R,9S)-3-Benzyloxymethyl-9-vinyl-1,7-dioxa-spiro[5.5]undecan-4-ol → talaromycin E (83720-10-9,83780-27-2,88034-47-3,88034-48-4,89885-86-9,91741-36-5,91741-37-6,111465-42-0,111465-43-1,111465-44-2,113299-85-7,121363-46-0,132880-47-8,148407-84-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/ja00314a018

Reference yield: 100.0%

(3R,4S,6R,9R)-3-Benzyloxymethyl-9-ethyl-1,7-dioxa-spiro[5.5]undecan-4-ol (113195-29-2,113299-81-3,113299-82-4) → (+/-)-talaromycin A (83720-10-9,83780-27-2,88034-47-3,88034-48-4,89885-86-9,91741-36-5,91741-37-6,111465-42-0,111465-43-1,111465-44-2,113299-85-7,121363-46-0,132880-47-8,148407-84-5)

Guidance literature:

With ammonia; lithium; In diethyl ether;

DOI:10.1016/S0040-4039(00)98454-5

Reference yield: 95.0%

C18H30O4 → talaromycin B (83720-10-9,83780-27-2,88034-47-3,88034-48-4,89885-86-9,91741-36-5,91741-37-6,111465-42-0,111465-43-1,111465-44-2,113299-85-7,121363-46-0,132880-47-8,148407-84-5)

Guidance literature:

With hydrogenchloride; In methanol; water;

DOI:10.1021/ja00314a018

upstream raw materials:

(3R*,4S*,6R*,9R*)-3-<(t-butyldimethyl)siloxy>methyl-9-ethyl-1,7-dioxaspiro<5.5>undecan-4-ol

(3R,4S,6R,9R)-3-Benzyloxymethyl-9-ethyl-1,7-dioxa-spiro[5.5]undecan-4-ol

4-Ethyl-5-hydroxypentanoic acid lactone

(3S*,6R*,9R*)- and (3R*,6R*,9R*)-9-ethyl-3-hydroxymethyl-1,7-dioxaspiro<5.5>undec-4-ene

Downstream raw materials:

C₂₆H₂₆N₄O₁₄

talaromycin A 12-(3',5'-dinitrobenzoate)

3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

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