Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

Base Information

Chemical Name:Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester
CAS No.:300807-68-5
Molecular Formula:C₃₉H₃₉O₈P
Molecular Weight:666.708
Hs Code.:

Synonyms:Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

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Chemical Property of Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

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Technology Process of Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

There total 9 articles about Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester 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: 51.0%

: 102208-55-9
2,5-anhydro-3,4,6-tri-O-benzyl-D-mannitol

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 300807-68-5
Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

Guidance literature:: With pyridine; dmap; at 0 - 20 ℃; for 18h;
DOI:10.1021/jo0003908

Reference yield:

: 94273-27-5
2,5-anhydro-3,4,6-tris-O-(phenylmethyl)-D-mannose

: 300807-68-5
Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / ethanol / 2 h

2: 51 percent / DMAP; pyridine / 18 h / 0 - 20 °C

With pyridine; dmap; sodium tetrahydroborate; In ethanol; 1: Reduction / 2: Condensation;
DOI:10.1021/jo0003908

Reference yield:

: 79258-18-7
(2R,3R,4R,5S)-1,3,4,5-tetrakis(benzyloxy)hept-6-en-2-ol

: 300807-68-5
Phosphoric acid (2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl ester diphenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Ph₃P; DEAD; p-nitrobenzoic acid / toluene; triethylamine / 0 - 20 °C

1.2: 72 percent / NaOH / methanol / 1 h

2.1: 77 percent / Tf₂O; pyridine

3.1: 4-methylmorpholine N-oxide; OsO₄ / tetrahydrofuran; H₂O / 20 °C

3.2: 50 percent / NaIO₄ / methanol; tetrahydrofuran; H₂O / 2 h / 20 °C

4.1: Et₃N / dimethylformamide; H₂O / 18 h / 20 °C

5.1: 80 percent / NaBH₄ / ethanol / 2 h

6.1: 51 percent / DMAP; pyridine / 18 h / 0 - 20 °C

With pyridine; dmap; sodium tetrahydroborate; osmium(VIII) oxide; trifluoromethylsulfonic anhydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; ethanol; water; triethylamine; N,N-dimethyl-formamide; toluene; 1.1: Isomerization / 1.2: Hydrolysis / 2.1: Cyclization / 3.1: dihydroxylation / 3.2: Oxidation / 4.1: Isomerization / 5.1: Reduction / 6.1: Condensation;
DOI:10.1021/jo0003908