(S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol

Base Information

• Chemical Name: (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol
• CAS No.: 103959-91-7
• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.375
• Mol file: 103959-91-7.mol

Synonyms:(S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol

Chemical Property of (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol

There total 5 articles about (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol 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: 85.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 2-O-benzyl-L-threitol (84379-51-1,84379-52-2,124909-02-0,127000-44-6) → (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol (103959-91-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2019.130803

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol (103959-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / benzene

2: LiAlH₄-AlCl₃ / diethyl ether; CH₂Cl₂

3: p-TsOH / benzene

With lithium aluminium tetrahydride; aluminium trichloride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; benzene;

DOI:10.1021/jm00160a002

Reference yield:

dimethyl 2,3-O-benzylidene-L-tartrate (38270-72-3) → (S)-2-(benzyloxy)-2-{(S)-1',4'-dioxaspiro[4.5]decan-2'-yl}ethan-1-ol (103959-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄-AlCl₃ / diethyl ether; CH₂Cl₂

2: p-TsOH / benzene

With lithium aluminium tetrahydride; aluminium trichloride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; benzene;

DOI:10.1021/jm00160a002

upstream raw materials:

cycloxexanone dimethyl ketal

2-O-benzyl-L-threitol

benzaldehyde dimethyl acetal

dimethyl 2,3-O-benzylidene-L-tartrate

Downstream raw materials:

(S)-cyclohexylidene glyceraldehyde

Benzoic acid (R)-(S)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)-ethyl ester

(S)-2-((S)-1-Benzyloxy-ethyl)-1,4-dioxa-spiro[4.5]decane

Toluene-4-sulfonic acid (S)-2-benzyloxy-2-(S)-1,4-dioxa-spiro[4.5]dec-2-yl-ethyl ester