(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

Base Information

Chemical Name:(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine
CAS No.:153108-88-4
Molecular Formula:C₂₃H₃₅NO₂
Molecular Weight:357.536
Hs Code.:

Synonyms:(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

Suppliers and Price of (7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

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Technology Process of (7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

There total 40 articles about (7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine 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: 92.0%

: 289659-63-8
(7R,8R,8aS)-8-Benzyloxy-8-methyl-6-[(R)-2-methyl-hex-(E)-ylidene]-7-triethylsilanyloxy-octahydro-indolizine

: 153108-88-4
(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1021/ja990997+

Reference yield: 53.0%

: 153108-87-3
(2S)-2-<(R)-1-(benzyloxy)-1-formylethyl>-N-<(E)-(R)-2-iodo-4-methyl-2-octenyl>pyrrolidine

: 153108-88-4
(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

Guidance literature:: With chromium dichloride; nickel dichloride; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

Reference yield:

: 123190-88-5
(R)-2-(S)-Pyrrolidin-2-yl-1-(2-trimethylsilanyl-ethoxymethoxy)-propan-2-ol

: 153108-88-4
(7S,8R,8aS)-8-(benzyloxy)-7-hydroxy-8-methyl-6-(E)-<(2R)-2-methylpentylidene>octahydroindolizidine

Guidance literature:: Multi-step reaction with 6 steps

1: i-Pr₂NEt / tetrahydrofuran

2: 83 percent / KH / tetrahydrofuran

3: 94 percent / NBu₄F / tetrahydrofuran

4: 93 percent / (COCl)2; DMSO; Et₃N

5: 95 percent / Ni(COD)2; PBu₃ / tetrahydrofuran / 0 °C

6: 92 percent / HF*pyridine / tetrahydrofuran

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; oxalyl dichloride; tributylphosphine; tetrabutyl ammonium fluoride; potassium hydride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1: propargylation / 2: benzylation / 3: deacetalization / 4: Swern oxidation / 5: Cyclization / 6: desilylation;
DOI:10.1021/ja001440t