(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

Base Information

Chemical Name:(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one
CAS No.:91550-13-9
Molecular Formula:C₂₁H₂₉NO₃
Molecular Weight:343.466
Hs Code.:

Synonyms:(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

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Chemical Property of (8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

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Technology Process of (8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

There total 12 articles about (8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-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:

: 91550-09-3
(R)-α-Methyl-α-(1-methoxypropadienyl)-2(S)-pyrrolidinemethanol

: 91550-13-9
(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: p-toluenesulfonic acid / acetonitrile / 23 °C

2: 76 percent / HCl 5percent / 23 °C

3: 1.) (Ph)3Li / 1.) Et₂O, 0 deg C; 2.) Et₂O, 0 deg C

4: (CF₃COO)2O, DBU, DMAP / 0 °C

With hydrogenchloride; dmap; (CF₃COO)2O; (Ph)3Li; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;
DOI:10.1021/ja00330a059

Reference yield:

: (6S,8R,8aS)-6-((R)-4-Benzyloxy-1-hydroxy-2-methyl-butyl)-8-hydroxy-8-methyl-hexahydro-indolizin-7-one

: 91550-13-9
(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

Guidance literature:: With dmap; (CF₃COO)2O; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 0 ℃; Yield given;
DOI:10.1021/ja00330a059

Reference yield:

: 91550-14-0
(2R)-4-(Benzyloxy)-2-methyl-1-butanal

: 91550-13-9
(8R,8aS)-8-Hydroxy-8-methyl-6-<(Z)-2(R)-methyl-4-(benzyloxy)butylidene>octahydroindolizin-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (Ph)3Li / 1.) Et₂O, 0 deg C; 2.) Et₂O, 0 deg C

2: (CF₃COO)2O, DBU, DMAP / 0 °C

With dmap; (CF₃COO)2O; (Ph)3Li; 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/ja00330a059