(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

Base Information

Chemical Name:(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde
CAS No.:94059-74-2
Molecular Formula:C₂₀H₂₈O₄
Molecular Weight:332.44
Hs Code.:

Synonyms:(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

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Chemical Property of (R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

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Technology Process of (R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

There total 6 articles about (R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde 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: 94.0%

: 94059-73-1
(S)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propan-1-ol

: 94059-74-2
(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1139/v84-496

Reference yield:

: 94059-70-8
(2R,3R,6S)-2-((S)-2-Hydroxy-1-methyl-ethyl)-3-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

: 94059-74-2
(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h

2: 68 percent / 50 percent NaH in oil / dimethylformamide / 2 h / 55 °C

3: 63 percent / H₂O, 1 N HCl / 1,2-dimethoxy-ethane / r.t., 1 h then 50 deg C, 45 min

4: 94 percent / pyridinium chlorochromate, molecular sieves (3 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; water; pyridinium p-toluenesulfonate; sodium hydride; pyridinium chlorochromate; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v84-496

Reference yield:

: 94059-71-9
(2R,3R,6S)-3-Methyl-2-[(S)-1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-1,7-dioxa-spiro[5.5]undecan-3-ol

: 94059-74-2
(R)-2-((2R,3R,6S)-3-Benzyloxy-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / 50 percent NaH in oil / dimethylformamide / 2 h / 55 °C

2: 63 percent / H₂O, 1 N HCl / 1,2-dimethoxy-ethane / r.t., 1 h then 50 deg C, 45 min

3: 94 percent / pyridinium chlorochromate, molecular sieves (3 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; water; sodium hydride; pyridinium chlorochromate; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v84-496