(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

Base Information

Chemical Name:(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one
CAS No.:622836-76-4
Molecular Formula:C₂₀H₂₇NO₅
Molecular Weight:361.438
Hs Code.:

Synonyms:(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

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Chemical Property of (2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

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Technology Process of (2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

There total 7 articles about (2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one 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:

: 622836-75-3
(4S,5E,7E)-4-(benzyloxy)-N-hydroxy-11-(methoxymethoxy)undeca-5,7-dienamide

: 622836-76-4
(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

: (2S,4aS,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

Guidance literature:: With sodium periodate; In water; N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
DOI:10.1021/ol030088w

Reference yield:

: (3S,6E)-3-(benzyloxy)-10-(methoxymethoxy)deca-4,6-dien-1-ol

: 622836-76-4
(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: 94 percent / I₂ / benzene / Irradiation

3: 95 percent / dimethylsulfoxide / 50 °C

4: NaOH / methanol; H₂O / Heating

5: diethyl ether / 0 °C

6: 88 percent / NH₂OH*HCl; KOH / methanol / 0 °C

7: NaIO₄ / H₂O; dimethylformamide / 0.25 h / 0 °C

With dmap; potassium hydroxide; sodium hydroxide; sodium periodate; hydroxylamine hydrochloride; iodine; triethylamine; In methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol030088w

Reference yield:

: 622836-80-0
(5E,7E)-(S)-4-Benzyloxy-11-methoxymethoxy-undeca-5,7-dienenitrile

: 622836-76-4
(2R,4aR,5S)-5-(benzyloxy)-2-[3-(methoxymethoxy)propyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: NaOH / methanol; H₂O / Heating

2: diethyl ether / 0 °C

3: 88 percent / NH₂OH*HCl; KOH / methanol / 0 °C

4: NaIO₄ / H₂O; dimethylformamide / 0.25 h / 0 °C

With potassium hydroxide; sodium hydroxide; sodium periodate; hydroxylamine hydrochloride; In methanol; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/ol030088w