3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

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Chemical Name:3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose
CAS No.:220204-95-5
Molecular Formula:C₂₅H₃₃O₈P
Molecular Weight:492.506
Hs Code.:

Synonyms:3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

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Chemical Property of 3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

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Technology Process of 3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

There total 14 articles about 3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose 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: 68.0%

: Oxalic acid (R)-2-benzyloxy-1-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(dimethoxy-phosphoryl)-ethyl ester methyl ester

: 3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-β-L-arabinofuranose

: 220204-95-5
3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 6h;
DOI:10.3987/com-01-9235

Reference yield: 68.0%

: Oxalic acid (S)-2-benzyloxy-1-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(dimethoxy-phosphoryl)-ethyl ester methyl ester

: 3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-β-L-arabinofuranose

: 220204-95-5
3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 6h;
DOI:10.3987/com-01-9235

Reference yield:

: 10368-86-2
1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

: 220204-95-5
3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-galactofuranose

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / sodium hydride / 1,2-dimethoxy-ethane / 2 h / 20 °C

2: 93 percent / aq. acetic acid / 5 h / 25 °C

3: 91 percent / DEAD; triphenylphoshine / toluene / 6 h / Heating

4: 88 percent / sodium hydride / 12 h / 50 °C

5: 89 percent / pyridinium chlorochromate; powdered 3 Angstroem molecular sieves / CH₂Cl₂ / 12 h / 20 °C

6: 72 percent / DBU / 0.5 h / 0 °C

7: 4-dimethylaminopyridine / acetonitrile / 0.5 h / 0 °C

8: 68 percent / tributyltin hydride; AIBN / toluene / 6 h / 80 °C

With dmap; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tri-n-butyl-tin hydride; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In 1,2-dimethoxyethane; dichloromethane; toluene; acetonitrile; 3: Mitsunobu reaction;
DOI:10.3987/com-01-9235