(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

Base Information

Chemical Name:(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde
CAS No.:194934-58-2
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

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Chemical Property of (S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

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Technology Process of (S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

There total 7 articles about (S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-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: 80.0%

: 862509-84-0
(4R,5R,6R)-5-benzyloxy-4-[1-hydroxy-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane

: 194934-58-2
(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b504149j

Reference yield:

: (5R,6R)-5-benzyloxy-4-[1-(p-methoxybenzyloxy)-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane

: 194934-58-2
(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / DDQ / CH₂Cl₂; various solvent(s) / 1.5 h / 0 °C / pH 7

2: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1039/b504149j

Reference yield:

: (R)-1-Benzyloxy-4-(4-methoxy-benzyloxy)-3-methyl-butan-2-one

: 194934-58-2
(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 2 h / -78 °C

1.2: 16 h / -78 - -20 °C

1.3: 93 percent / H₂O₂ / methanol; H₂O / 3 h / 0 - 20 °C / pH 7

2.1: Me₄NBH(OAc)3 / acetonitrile; acetic acid / 60 h / 4 °C

3.1: PPTS / CH₂Cl₂ / 16 h / 20 °C

4.1: DDQ / CH₂Cl₂ / 1.5 h / 0 °C / pH 7

5.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With dicyclohexylboron chloride; pyridinium p-toluenesulfonate; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetic acid; acetonitrile; 5.1: Dess-Martin oxidation;
DOI:10.1002/1521-3773(20011105)40:21<4055::AID-ANIE4055>3.0.CO;2-H