4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)-

Base Information

Chemical Name:4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)-
CAS No.:258834-87-6
Molecular Formula:C₁₈H₃₅NO₃S₂Si
Molecular Weight:405.698
Hs Code.:

Synonyms:4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)-

Chemical Property:

PSA：90.32000
LogP:4.39370

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)-

There total 1 articles about 4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-6-(1,3-dithian-2-yl)tetrahydro-2,2-dimethyl-, (3aR,4R,6R,6aS)- 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: 77.0%

: 505-23-7
1,3 dithiane

: 153172-33-9
(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 258834-87-6
6-O-tert-butyldimethylsilyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-D-allose propane-1,3-diyl dithioacetal

Guidance literature:: 1,3 dithiane; With n-butyllithium; In tetrahydrofuran; at -20 ℃; for 0.5h;

(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole; at -78 ℃; for 0.5h;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield: 94.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 258834-87-6
6-O-tert-butyldimethylsilyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-D-allose propane-1,3-diyl dithioacetal

: 258834-88-7
N-tert-butoxycarbonyl-6-O-tert-butyldimethylsilyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-D-allose propane-1,3-diyl dithioacetal

Guidance literature:: In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

: 258834-87-6
6-O-tert-butyldimethylsilyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-D-allose propane-1,3-diyl dithioacetal

: (2S,3S,4R,5R)-2-(6-Amino-purin-9-ylmethyl)-5-hydroxymethyl-pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / CH₂Cl₂ / 48 h / 20 °C

2: CaCO₃; Hg(OTf)2 / acetonitrile; H₂O / 4 h

3: 0.194 g / NaBH₄ / ethanol / 1 h

4: iPr₂NEt / CH₂Cl₂ / 1 h

5: 0.054 g / K₂CO₃ / dimethylformamide / 6 h / 100 °C

6: 71 percent / TFA / H₂O / 16 h

With sodium tetrahydroborate; mercuric triflate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; calcium carbonate; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Hydrolysis / 3: Reduction / 4: Substitution / 5: Substitution / 6: Hydrolysis;
DOI:10.1016/S0968-0896(99)00210-2