6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

Base Information

Chemical Name:6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose
CAS No.:188249-09-4
Molecular Formula:C₂₅H₃₃IO₅Si
Molecular Weight:568.524
Hs Code.:

Synonyms:6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

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Chemical Property of 6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

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Technology Process of 6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

There total 2 articles about 6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose 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: 78.3%

: 188249-33-4
3-O-benzoyl-6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

: 188249-09-4
6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

Guidance literature:: With methanol; sodium methylate; at 20 ℃; for 4h;
DOI:10.1080/07328309708006509

Reference yield:

: 3-O-benzoyl-6-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-α-D-glucofuranose

: 188249-09-4
6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 72.8 percent / triphenylphosphine; imidazole; iodine / xylene / 26.5 h / 80 - 140 °C

2: 78.3 percent / sodium methoxide; methanol / 4 h / 20 °C

With 1H-imidazole; methanol; iodine; sodium methylate; triphenylphosphine; In xylene; 1: Substitution / 2: debenzoylation;
DOI:10.1080/07328309708006509

Reference yield: 57.8%

: 188249-09-4
6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose

: 5-azido-6-O-tert-butyldiphenylsilyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexos-3-ulofuranose

Guidance literature:: 6-O-tert-butyldiphenylsilyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-idofuranose; With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 5h;

With dipyridinium dichromate; 3 A molecular sieve; acetic acid; In dichloromethane; at 20 ℃; for 4.5h;
DOI:10.1080/07328309708006509