(5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Base Information

• Chemical Name: (5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose
• CAS No.: 77068-15-6
• Molecular Formula: C₁₈H₂₅O₈P
• Molecular Weight: 400.365

Synonyms:(5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Chemical Property of (5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Chemical Property:

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Technology Process of (5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose

There total 1 articles about (5R^*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose 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: 70.0%

3-O-benzyl-1,2-O-isopropylidene-6-O-p-tolylsulfonyl-α-D-xylo-hexofuranose (37073-74-8,134275-42-6,146427-92-1) + Dimethyl phosphite (868-85-9) → (5R*)-5,6-anhydro-3-O-benzyl-5-C-(dimethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose (77068-15-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 0 ℃; for 1h;

DOI:10.1016/S0008-6215(00)85549-4

Reference yield: 81.0%

(5R)-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-5-C-(dimethoxyphosphinoyl)-α-D-xylo-hexofuranose (77068-15-6) → (5S)-3-O-benzyl-5,6-dideoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-β-L-idofuranose

Guidance literature:

With hydrogen; nickel; In ethanol; at 20 ℃; under 760 Torr;

DOI:10.1246/bcsj.66.2315

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-6-O-p-tolylsulfonyl-α-D-xylo-hexofuranose

Dimethyl phosphite

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