6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

Base Information

Chemical Name:6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose
CAS No.:949586-02-1
Molecular Formula:C₂₆H₃₆O₆Si
Molecular Weight:472.654
Hs Code.:

Synonyms:6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

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Chemical Property of 6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

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Technology Process of 6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

There total 5 articles about 6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose 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: 87.0%

: 18968-50-8,29587-02-8,32166-85-1,36215-54-0,43138-65-4,65725-74-8,67816-77-7
1-[6-methoxy-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro-[2,3-d][1,3]dioxol-5-yl]-(1R)-ethane-1,2-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 949586-02-1
6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 30h;
DOI:10.1021/jo070520d

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 949586-02-1
6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 4.49 g / NaBH₄ / methanol

2: NaH / tetrahydrofuran / 20 °C

3: 1.76 g / acetic acid; water / 48 h

4: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 30 h / 20 °C

With dmap; sodium tetrahydroborate; water; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo070520d

Reference yield:

: 29587-01-7,32087-37-9,43138-64-3,65725-73-7,97834-06-5,18968-49-5
5-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-yl methyl ether

: 949586-02-1
6-O-tert-butyldiphenylsilyl-1,2-di-O-isopropylidene-3-O-methyl-α-D-allofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.76 g / acetic acid; water / 48 h

2: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 30 h / 20 °C

With dmap; water; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo070520d