Technology Process of (2R,3S,6S,8S)-6-benzyloxy-3-(tert-butyldimethylsilyloxy)-8-(tert-butyldiphenylsilyloxy)-2-methylnonanoic acid
There total 8 articles about (2R,3S,6S,8S)-6-benzyloxy-3-(tert-butyldimethylsilyloxy)-8-(tert-butyldiphenylsilyloxy)-2-methylnonanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide; dihydrogen peroxide;
In
tetrahydrofuran; water;
at 20 ℃;
for 24h;
DOI:10.1021/jo060314q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 83 percent / CF3SO3H / CH2Cl2 / 3 h / 20 °C
2.1: 9-BBN / tetrahydrofuran / 18 h / 20 °C
2.2: 77 percent / aq. NaOH; aq. H2O / tetrahydrofuran; methanol / 1 h / 50 °C
3.1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 0 °C
4.1: Bu2BOTf; Et3N / CH2Cl2 / 1 h / 0 °C
4.2: 1.19 g / CH2Cl2 / 18 h / 0 °C
5.1: 85 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
6.1: 76 percent / LiOH*H2O; aq. H2O2 / tetrahydrofuran; H2O / 24 h / 20 °C
With
2,6-dimethylpyridine; lithium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water;
3.1: Swern oxidation;
DOI:10.1021/jo060314q
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 9-BBN / tetrahydrofuran / 18 h / 20 °C
1.2: 77 percent / aq. NaOH; aq. H2O / tetrahydrofuran; methanol / 1 h / 50 °C
2.1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 0 °C
3.1: Bu2BOTf; Et3N / CH2Cl2 / 1 h / 0 °C
3.2: 1.19 g / CH2Cl2 / 18 h / 0 °C
4.1: 85 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
5.1: 76 percent / LiOH*H2O; aq. H2O2 / tetrahydrofuran; H2O / 24 h / 20 °C
With
2,6-dimethylpyridine; lithium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water;
2.1: Swern oxidation;
DOI:10.1021/jo060314q
![(4R,5S)-3-[(2R,3S,6S,8S)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoyl]-4-methyl-5-phenyl-oxazolidin-2-one](/Databaselist/images/loading.webp)
