(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester
CAS No.:472979-16-1
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

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Chemical Property of (2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

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Technology Process of (2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

There total 6 articles about (2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester 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: 79.0%

: 472979-11-6
(2S,3'R)-2-(4'-benzyloxy-3'-methoxy-butyrylamino)-3-hydroxy-propionic acid methyl ester

: 472979-16-1
(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

Guidance literature:: (2S,3'R)-2-(4'-benzyloxy-3'-methoxy-butyrylamino)-3-hydroxy-propionic acid methyl ester; With diethylamino-sulfur trifluoride; potassium carbonate; In dichloromethane; at -78 ℃;

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; Further stages.;
DOI:10.1021/ol026468j

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 472979-16-1
(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Ti(i-PrO)4; 4 Angstroem molecular sieves; (R)-BINOL / CH₂Cl₂ / -20 °C

2.1: 94 percent / NaH / tetrahydrofuran / 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 86 percent / PPh₃ / CH₂Cl₂ / 20 °C

4.1: 98 percent / NaClO₂; KH₂PO₄; H₂O₂ / acetonitrile; methanol; H₂O / 10 °C

5.1: 71 percent / isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / -25 - 20 °C

6.1: diethylaminosulfuryl trifluoride; K₂CO₃ / CH₂Cl₂ / -78 °C

6.2: 79 percent / DBU; BrCCl₃ / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; titanium(IV) isopropylate; sodium chlorite; potassium dihydrogenphosphate; diethylamino-sulfur trifluoride; 4 A molecular sieve; dihydrogen peroxide; (R)-1,1'-Bi-2-naphthol; sodium hydride; potassium carbonate; ozone; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ol026468j

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 472979-16-1
(2'R)-2-(3'-benzyloxy-2'-methoxy-propyl)-oxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / NaH / tetrahydrofuran / 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 86 percent / PPh₃ / CH₂Cl₂ / 20 °C

3.1: 98 percent / NaClO₂; KH₂PO₄; H₂O₂ / acetonitrile; methanol; H₂O / 10 °C

4.1: 71 percent / isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / -25 - 20 °C

5.1: diethylaminosulfuryl trifluoride; K₂CO₃ / CH₂Cl₂ / -78 °C

5.2: 79 percent / DBU; BrCCl₃ / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; sodium chlorite; potassium dihydrogenphosphate; diethylamino-sulfur trifluoride; dihydrogen peroxide; sodium hydride; potassium carbonate; ozone; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ol026468j