Technology Process of (2S,3S,5S,7R,8R,9S)-7-(2-Benzyloxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-2-vinyl-1,6-dioxa-spiro[4.5]decan-9-ol
There total 13 articles about (2S,3S,5S,7R,8R,9S)-7-(2-Benzyloxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-2-vinyl-1,6-dioxa-spiro[4.5]decan-9-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:
- Guidance literature:
-
With
calcium carbonate; mercury dichloride;
In
tetrahydrofuran;
DOI:10.1021/ja992134m
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: DMSO; (COCl)2; Et3N / CH2Cl2 / -78 °C
2.1: BF3*Et2O / CH2Cl2 / 0 °C
3.1: 85 percent / TsOH / dimethylformamide
4.1: n-BuLi; HMPA / tetrahydrofuran
4.2: 81 percent / DMPU / tetrahydrofuran / -20 °C
5.1: 95 percent / 2,6-lutidine
6.1: 94 percent / DIBAL / CH2Cl2 / -78 - 0 °C
7.1: 87 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2
8.1: tetrahydrofuran / -78 °C
9.1: 95 percent / TBAF / 60 °C
10.1: 76 percent / HgCl2; CaCO3 / tetrahydrofuran
With
2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; pyridine-SO3 complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; calcium carbonate; mercury dichloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: Oxidation / 2.1: thioacetalization; deacetalization / 3.1: acetalization / 4.1: Metallation / 4.2: Addition / 5.1: silylation / 6.1: reductive cleavage / 7.1: Oxidation / 8.1: Grignard reaction / 9.1: desilylation / 10.1: Cyclization;
DOI:10.1021/ja992134m
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: BF3*Et2O / CH2Cl2 / 0 °C
2.1: 85 percent / TsOH / dimethylformamide
3.1: n-BuLi; HMPA / tetrahydrofuran
3.2: 81 percent / DMPU / tetrahydrofuran / -20 °C
4.1: 95 percent / 2,6-lutidine
5.1: 94 percent / DIBAL / CH2Cl2 / -78 - 0 °C
6.1: 87 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2
7.1: tetrahydrofuran / -78 °C
8.1: 95 percent / TBAF / 60 °C
9.1: 76 percent / HgCl2; CaCO3 / tetrahydrofuran
With
2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; pyridine-SO3 complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; calcium carbonate; mercury dichloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: thioacetalization; deacetalization / 2.1: acetalization / 3.1: Metallation / 3.2: Addition / 4.1: silylation / 5.1: reductive cleavage / 6.1: Oxidation / 7.1: Grignard reaction / 8.1: desilylation / 9.1: Cyclization;
DOI:10.1021/ja992134m
![(2S,3S,4R)-6-Benzyloxy-1-{2-[(2S,3S)-3-hydroxy-2-(4-methoxy-benzyloxy)-1,1-dimethyl-pent-4-enyl]-[1,3]dithian-2-yl}-3-methyl-hexane-2,4-diol](/Databaselist/images/loading.webp)
