3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

Base Information

Chemical Name:3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester
CAS No.:149082-12-2
Molecular Formula:C₁₅H₁₈INO₆
Molecular Weight:435.216
Hs Code.:

Synonyms:3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

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Chemical Property of 3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

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Technology Process of 3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

There total 6 articles about 3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic 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: 70.0%

: 2-methoxy-2,4-pentadien-1-ol

: 149082-10-0
4-iodo-3-methoxy-5-nitrosobenzoic acid methyl ester

: 149082-12-2
3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

Guidance literature:: With sodium hydrogencarbonate; In benzene; for 0.25h;
DOI:10.1021/ja00067a026

Reference yield:

: 10034-09-0
1-methoxy-1,3-butadiene

: 149082-12-2
3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 1 h 45 min, 2.) THF, pentane, a) -78 deg C, 8 h, b) from -78 deg C to RT, 9 h

2: 70 percent / NaHCO₃ / benzene / 0.25 h

With tert.-butyl lithium; sodium hydrogencarbonate; In benzene;
DOI:10.1021/ja00067a026

Reference yield:

: 42590-00-1
4-hydroxy-3-methoxy-5-nitrobenzoic acid methyl ester

: 149082-12-2
3-(3,6-dihydro-6-(hydroxymethyl)-6-methoxy-2H-1,2-oxazin-2-yl)-4-iodo-5-methoxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 84 percent / NaI / dimethylsulfoxide / 39 h / 70 °C

3: NH₄Cl, Zn / methanol; tetrahydrofuran; H₂O / 0.25 h / Heating

4: CrO₃, aq. H₂SO₄ / acetone / 0.17 h

5: 70 percent / NaHCO₃ / benzene / 0.25 h

With pyridine; chromium(VI) oxide; sulfuric acid; sodium hydrogencarbonate; ammonium chloride; sodium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/ja00067a026