Technology Process of (1R,2S,3S,4S,5S)-5-O-acetyl-3,4-di-O-benzyl-5-(benzyloxymethyl)cyclohexane-1,2,3,4,5-pentol
There total 11 articles about (1R,2S,3S,4S,5S)-5-O-acetyl-3,4-di-O-benzyl-5-(benzyloxymethyl)cyclohexane-1,2,3,4,5-pentol 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:
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374687-86-2
(1R,2S,3S,4S,5S)-5-O-acetyl-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-ethylpropylidene-cyclohexane-1,2,3,4,5-pentol
- Guidance literature:
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With
water; trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 24h;
DOI:10.1021/jo010202t
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: 94 percent / conc. H3PO4 / 12 h / 180 °C
2.1: 98 percent Turnov. / NaOMe / 2.5 h / 0 °C
3.1: 86 percent / 3 Angstroem molecular sieves; pyridinium dichromate / CH2Cl2; acetic acid / 24 h / 20 °C
4.1: 99 percent / POCl3; pyridine / 0 - 20 °C
5.1: 93 percent / DIBALH / toluene / 1 h / -40 - 0 °C
6.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
6.2: 98 percent / nBu4NI / tetrahydrofuran / 12 h / Heating
7.1: 92 percent / NMO; OsO4 / acetone; H2O / 48 h / 20 °C
8.1: NaH / tetrahydrofuran / 1 h / 0 °C
8.2: 98 percent / nBu4NI / tetrahydrofuran / 3 h / 20 °C
9.1: pyridine; DMAP / 24 h
10.1: 100 percent / TFA; H2O / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; osmium(VIII) oxide; dipyridinium dichromate; N-methyl-2-indolinone; phosphoric acid; 3 A molecular sieve; water; sodium methylate; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; water; acetic acid; acetone; toluene;
DOI:10.1021/jo010202t
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
1.2: 98 percent / nBu4NI / tetrahydrofuran / 12 h / Heating
2.1: 92 percent / NMO; OsO4 / acetone; H2O / 48 h / 20 °C
3.1: NaH / tetrahydrofuran / 1 h / 0 °C
3.2: 98 percent / nBu4NI / tetrahydrofuran / 3 h / 20 °C
4.1: pyridine; DMAP / 24 h
5.1: 100 percent / TFA; H2O / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; water; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jo010202t
