Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI)

Base Information

Chemical Name:Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI)
CAS No.:615582-11-1
Molecular Formula:C12H20O2
Molecular Weight:196.29
Hs Code.:
Mol file:615582-11-1.mol

Synonyms:Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI)

Chemical Property:

PSA：40.46000
LogP:1.86620

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI)

There total 6 articles about Spiro[4.5]dec-8-ene-6-methanol, 1-hydroxy-1-methyl-, (1R,5R,6R)-rel- (9CI) 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:

: 86608-70-0
2-(1,3-dioxolan-2-yl)ethyl(triphenyl)phosphonium bromide

: 615582-11-1
(1RS,5RS,10RS)-10-hydroxymethyl-1-methylspiro[4.5]dec-7-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 86 percent / tetrahydrofuran / 1 h / 0 °C

2.1: H₂ / Pd/C / methanol / 0.5 h / 20 °C / 760 Torr

3.1: 99 percent / PPTS / acetone; H₂O / 12 h / Heating

4.1: 70 percent / tetrahydrofuran / 1 h / -40 °C

5.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

6.1: Sm; ICH₂CH₂I; HMPA / tetrahydrofuran; propan-2-ol / 1 h / 0 °C

6.2: LiAlH₄ / tetrahydrofuran; diethyl ether

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; 1,2-Diiodoethane; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; acetone; 1.2: Wittig olefination;
DOI:10.1021/jo034767w

Reference yield:

: 667909-38-8
2-((E)-3-[1,3]Dioxolan-2-yl-propenyl)-benzoic acid methyl ester

: 615582-11-1
(1RS,5RS,10RS)-10-hydroxymethyl-1-methylspiro[4.5]dec-7-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / methanol / 0.5 h / 20 °C / 760 Torr

2.1: 99 percent / PPTS / acetone; H₂O / 12 h / Heating

3.1: 70 percent / tetrahydrofuran / 1 h / -40 °C

4.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

5.1: Sm; ICH₂CH₂I; HMPA / tetrahydrofuran; propan-2-ol / 1 h / 0 °C

5.2: LiAlH₄ / tetrahydrofuran; diethyl ether

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; 1,2-Diiodoethane; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; acetone;
DOI:10.1021/jo034767w

Reference yield:

: 256657-90-6
methyl 2-(4-oxopentyl)benzoate

: 615582-10-0
(1RS,5RS,6RS)-6-hydroxymethyl-1-methylspiro[4.5]dec-7-en-1-ol

: 615582-11-1
(1RS,5RS,10RS)-10-hydroxymethyl-1-methylspiro[4.5]dec-7-en-1-ol

Guidance literature:: methyl 2-(4-oxopentyl)benzoate; With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; 1,2-Diiodoethane; In tetrahydrofuran; isopropyl alcohol; at 0 ℃; for 1h;

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo034767w