(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Base Information

Chemical Name:(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose
CAS No.:220204-88-6
Molecular Formula:C₂₅H₃₃O₉P
Molecular Weight:508.505
Hs Code.:

Synonyms:(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

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Chemical Property of (5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

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Technology Process of (5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

There total 3 articles about (5S)-3,6-di-O-benzyl-5-deoxy-5-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: 64.0%

: 59541-28-5
3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose-5-ulose

: 868-85-9
Dimethyl phosphite

: 220204-91-1
(5R)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

: 220204-88-6
(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 0 ℃; for 0.5h;
DOI:10.3987/com-98-s(h)53

Reference yield: 14.0%

: 59541-28-5
3,6-di-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose-5-ulose

: 868-85-9
Dimethyl phosphite

: 220204-93-3
(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-β-L-arabino-hexofuranose

: 220204-91-1
(5R)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

: 220204-92-2
(5R)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-β-L-arabino-hexofuranose

: 220204-88-6
(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 0 ℃; for 0.5h;
DOI:10.3987/com-98-s(h)53

Reference yield:

: 81823-12-3
1,2-O-isopropylidene-3,6-di-O-benzyl-α-D-glucofuranose

: 220204-88-6
(5S)-3,6-di-O-benzyl-5-deoxy-5-dimethoxyphosphinyl-1,2-O-isopropylidene-α-D-xylo-hexofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2: 64 percent / DBU / 0.5 h / 0 °C

With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/S0008-6215(03)00235-0