(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

Base Information

Chemical Name:(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane
CAS No.:233757-75-0
Molecular Formula:C₂₅H₃₁NO₃
Molecular Weight:393.526
Hs Code.:

Synonyms:(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

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Chemical Property of (2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

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Technology Process of (2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

There total 17 articles about (2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane 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: 100.0%

: 233757-74-9
(2S,6R,8R)-2-(benzyloxymethyl)-6-(4'-hydroxy-1'-butyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

: 233757-75-0
(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide;
DOI:10.1039/b200328g

Reference yield: 91.0%

: 233757-72-7
(2S,6R,8R)-2-(benzyloxymethyl)-6-[4'-(tert-butyldiphenylsilyloxy)but-1'-yl]-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

: 233757-75-0
(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

Guidance literature:: With hydrogen fluoride; In acetonitrile;
DOI:10.1039/c2ob26333e DOI:10.1039/c2ob26333e

Reference yield:

: 233757-70-5
10-(tert-butyldiphenylsilyloxy)dec-6-yn-1-ol

: 233757-75-0
(2S,6R,8R)-2-(benzyloxymethyl)-6-(3'-formyl-1'-propyl)-8-phenyl-1-aza-9-oxabicyclo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 98 percent / CrO₃; H₂SO₄ / acetone / 3 h / 0 °C

2.1: Et₃N / tetrahydrofuran / 1 h / 25 °C

3.1: n-BuLi; pyren-1-ylacetic acid / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 3.54 g / tetrahydrofuran; hexane / 1.5 h / 25 °C

4.1: NaHMDS / tetrahydrofuran / 0.02 h / -78 °C

4.2: 1-chloro-1-nitrosocyclohexane / tetrahydrofuran / 0.5 h / -78 °C

4.3: 77 percent / aq. HCl / tetrahydrofuran / 1 h / 25 °C

5.1: toluene / 7 h / 75 °C

6.1: 2.7 g / quinol / 6 h / 80 °C

7.1: LiAlH₄ / tetrahydrofuran / 3.5 h / 0 °C

8.1: NaH / tetrahydrofuran / 19 h / 40 °C

8.2: 517 mg / tetrahydrofuran / 96 h / 40 °C

9.1: 91 percent / aq. HF / acetonitrile / 25 °C

10.1: 100 percent / 2-iodoxybenzoic acid / dimethylsulfoxide

With chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; 1-pyreneacetic acid; hydrogen fluoride; sodium hexamethyldisilazane; sodium hydride; triethylamine; hydroquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dimethyl sulfoxide; acetone; toluene; acetonitrile;
DOI:10.1039/b200328g