(5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose

Base Information

• Chemical Name: (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose
• CAS No.: 1089736-51-5
• Molecular Formula: C₂₁H₂₃O₈P
• Molecular Weight: 434.383

Synonyms:(5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose

Chemical Property of (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose

Chemical Property:

Purity/Quality:

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Technology Process of (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose

There total 3 articles about (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose 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: 80.0%

(5R)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose (1089736-45-7) + O-phenyl phosphorodichloridate (770-12-7) → (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-51-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/jo8017473

Reference yield:

(5S)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose (1089736-42-4) + O-phenyl phosphorodichloridate (770-12-7) → (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-51-5) + (5S,R(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-48-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo8017473

Reference yield:

(5R)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose (1089736-45-7) + O-phenyl phosphorodichloridate (770-12-7) → (5R,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-57-1) + (5R,R(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-54-8) + (5S,S(P))-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-3,5-O-phenoxyphosphoryl-α-D-xylofuranose (1089736-51-5)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at -78 ℃;

DOI:10.1021/jo8017473

upstream raw materials:

(5S)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose

O-phenyl phosphorodichloridate

(5R)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose

Downstream raw materials:

(5S)-1,2-O-isopropylidene-5-C-(4-methoxyphenyl)-α-D-xylofuranose

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