5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

Base Information

Chemical Name:5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose
CAS No.:150661-29-3
Molecular Formula:C₂₈H₄₈O₁₁SSi
Molecular Weight:620.834
Hs Code.:

Synonyms:5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

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Chemical Property of 5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

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Technology Process of 5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

There total 6 articles about 5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose 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: 93.0%

: 98-59-9
p-toluenesulfonyl chloride

: 150661-26-0
5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-α-D-glycero-L-ido-octofuranose

: 150661-29-3
5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

Guidance literature:: With pyridine; In dichloromethane; Ambient temperature;

Reference yield:

: 136632-69-4
5-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-β-L-idofuranurono-6,3-lactone

: 150661-29-3
5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Zn-powder, I₂ / tetrahydrofuran

2: 95 percent / NaBH₄, CaCl₂ / tetrahydrofuran / 48 h

3: triethylamine / CH₂Cl₂ / Ambient temperature

4: N-ethyldiisopropylamine / CH₂Cl₂ / 40 °C

5: 76 percent / H₂ / 5percent Pd-C / methanol / 1500.1 Torr / Ambient temperature

6: 93 percent / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; iodine; triethylamine; N-ethyl-N,N-diisopropylamine; calcium chloride; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: Ethyl-<5-O-(tert-butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-β-L-ido-oct-6-ulo-1,4:6,3-bisfuran>uronat

: 150661-29-3
5-O-(tert-Butyldimethylsilyl)-7-desoxy-1,2-O-isopropyliden-3,6-di-O-(methoxymethyl)-8-O-(p-tolylsulfonyl)-α-D-glycero-L-ido-octofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaBH₄, CaCl₂ / tetrahydrofuran / 48 h

2: triethylamine / CH₂Cl₂ / Ambient temperature

3: N-ethyldiisopropylamine / CH₂Cl₂ / 40 °C

4: 76 percent / H₂ / 5percent Pd-C / methanol / 1500.1 Torr / Ambient temperature

5: 93 percent / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;