4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

Base Information

Chemical Name:4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol
CAS No.:916728-24-0
Molecular Formula:C₂₉H₃₉NO₆
Molecular Weight:497.632
Hs Code.:

Synonyms:4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

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Chemical Property of 4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

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Technology Process of 4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

There total 6 articles about 4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol 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: 76.0%

: 916728-18-2
4-hydroxy-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinane-4-carbaldehyde

: 1826-67-1
vinyl magnesium bromide

: 916728-24-0
4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

Guidance literature:: In tetrahydrofuran; for 3h;
DOI:10.1002/anie.200602569

Reference yield:

: 916728-14-8
2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinane-4-carboxylic acid methyl ester

: 916728-24-0
4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / KHMDS; 3-phenyl-2-(p-toluenesulfonyl)-oxaziridine / tetrahydrofuran / 2.5 h / cooling

2: 97 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / cooling

3: p-toluenesulfonic acid / dimethylsulfoxide / 48 h / 20 °C

4: 93 percent / aq. HCl / tetrahydrofuran / 48 h

5: 64 percent / o-iodobenzoic acid; dimethyl sulfoxide / 2 h / 20 °C

6: 76 percent / tetrahydrofuran / 3 h

With hydrogenchloride; lithium aluminium tetrahydride; 2-Iodobenzoic acid; potassium hexamethylsilazane; toluene-4-sulfonic acid; dimethyl sulfoxide; 2-[(4-methylphenyl)sulfonyl]-3-phenyl-oxaziridine; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;
DOI:10.1002/anie.200602569

Reference yield:

: 4-hydroxymethyl-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

: 916728-24-0
4-(1-hydroxy-allyl)-2-(4-methoxy-benzyl)-3-[4-(4-methoxy-benzyloxy)-butyl]-6-vinyl-[1,2]oxazinan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: p-toluenesulfonic acid / dimethylsulfoxide / 48 h / 20 °C

2: 93 percent / aq. HCl / tetrahydrofuran / 48 h

3: 64 percent / o-iodobenzoic acid; dimethyl sulfoxide / 2 h / 20 °C

4: 76 percent / tetrahydrofuran / 3 h

With hydrogenchloride; 2-Iodobenzoic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1002/anie.200602569