Technology Process of (2R,7R,8S)-7-Benzyloxy-2-benzyloxymethyl-8-[1,3]dithian-2-ylmethyl-8-methyl-oxocan-3-ol
There total 13 articles about (2R,7R,8S)-7-Benzyloxy-2-benzyloxymethyl-8-[1,3]dithian-2-ylmethyl-8-methyl-oxocan-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: 43 percent / (-)-dicyclohexyl tartarate; Ti (OiPr)4; t-BuOOH / CH2Cl2
2.1: 87 percent / NaH / tetrahydrofuran
3.1: 86 percent / CuI / tetrahydrofuran / -20 °C
4.1: 87 percent / NaH / tetrahydrofuran
5.1: 85 percent / Me3CCOCl; Et3N / tetrahydrofuran / -78 - 0 °C
6.1: 70 percent / NaN(SiMe3)2 / tetrahydrofuran / -78 °C
7.1: 88 percent / NaBH4 / tetrahydrofuran; H2O
8.1: Dess-Martin
8.2: 80 percent / tetrahydrofuran
9.1: 80 percent / m-CPBA / CH2Cl2 / -78 °C
10.1: 85 percent / Grubbs ruthenium catalyst / CH2Cl2 / 5 h / 40 °C
11.1: 75 percent / p-TSA; water / tetrahydrofuran
12.1: 81 percent / H2 / Grabtree's catalyst / CH2Cl2
13.1: NaIO4 / H2O; tetrahydrofuran
14.1: BF3OEt2 / CH2Cl2
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; Grubbs catalyst first generation; (-)-dicyclohexyl D-tartrate; boron trifluoride diethyl etherate; water; hydrogen; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
Crabtree's catalyst;
In
tetrahydrofuran; dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 87 percent / NaH / tetrahydrofuran
2.1: 86 percent / CuI / tetrahydrofuran / -20 °C
3.1: 87 percent / NaH / tetrahydrofuran
4.1: 85 percent / Me3CCOCl; Et3N / tetrahydrofuran / -78 - 0 °C
5.1: 70 percent / NaN(SiMe3)2 / tetrahydrofuran / -78 °C
6.1: 88 percent / NaBH4 / tetrahydrofuran; H2O
7.1: Dess-Martin
7.2: 80 percent / tetrahydrofuran
8.1: 80 percent / m-CPBA / CH2Cl2 / -78 °C
9.1: 85 percent / Grubbs ruthenium catalyst / CH2Cl2 / 5 h / 40 °C
10.1: 75 percent / p-TSA; water / tetrahydrofuran
11.1: 81 percent / H2 / Grabtree's catalyst / CH2Cl2
12.1: NaIO4 / H2O; tetrahydrofuran
13.1: BF3OEt2 / CH2Cl2
With
sodium tetrahydroborate; sodium periodate; copper(l) iodide; Grubbs catalyst first generation; boron trifluoride diethyl etherate; water; hydrogen; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
Crabtree's catalyst;
In
tetrahydrofuran; dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 86 percent / CuI / tetrahydrofuran / -20 °C
2.1: 87 percent / NaH / tetrahydrofuran
3.1: 85 percent / Me3CCOCl; Et3N / tetrahydrofuran / -78 - 0 °C
4.1: 70 percent / NaN(SiMe3)2 / tetrahydrofuran / -78 °C
5.1: 88 percent / NaBH4 / tetrahydrofuran; H2O
6.1: Dess-Martin
6.2: 80 percent / tetrahydrofuran
7.1: 80 percent / m-CPBA / CH2Cl2 / -78 °C
8.1: 85 percent / Grubbs ruthenium catalyst / CH2Cl2 / 5 h / 40 °C
9.1: 75 percent / p-TSA; water / tetrahydrofuran
10.1: 81 percent / H2 / Grabtree's catalyst / CH2Cl2
11.1: NaIO4 / H2O; tetrahydrofuran
12.1: BF3OEt2 / CH2Cl2
With
sodium tetrahydroborate; sodium periodate; copper(l) iodide; Grubbs catalyst first generation; boron trifluoride diethyl etherate; water; hydrogen; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
Crabtree's catalyst;
In
tetrahydrofuran; dichloromethane; water;
