(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

Base Information

Chemical Name:(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde
CAS No.:220213-55-8
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

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Chemical Property of (2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

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Technology Process of (2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

There total 8 articles about (2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde 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%

: 220213-63-8
{(2R,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxiranyl}-methanol

: 220213-55-8
(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite;
DOI:10.1016/S0040-4039(98)02110-8

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 220213-55-8
(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / CH₂Cl₂ / 23 °C

2: Ti(O-i-Pr)4; TBHP; (-)-DIPT

3: SO₃-Py; Et₃N / dimethylsulfoxide

With titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; D-(-)-diisopropyl tartrate; triethylamine; In dichloromethane; dimethyl sulfoxide; 1: Wittig reaction / 2: Sharpless asymmetric epoxidation;
DOI:10.1021/ol990572s

Reference yield:

: 132969-71-2
methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate

: 220213-55-8
(2S,3R)-3-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / LiAlH₄

2: Swern oxidn.

3: 91 percent / tetrahydrofuran / -78 °C

4: 1.) SOCl₂ / 1.) CH₂Cl₂, -78 deg C

5: K₂CO₃ / methanol

6: 95 percent / Ti(OiPr)4, TBHP, (-)-diethyltartrate

7: 85 percent / TEMPO, NaOCl

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; lithium aluminium tetrahydride; thionyl chloride; Swern oxidn; potassium carbonate; (-)-diethyl tartrate; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(98)02110-8