Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester
CAS No.:209248-35-1
Molecular Formula:C₇₈H₁₁₀O₁₂P₂
Molecular Weight:1301.67
Hs Code.:

Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

There total 7 articles about Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl 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:

: 158847-14-4
2-tetradecylhexadecan-1-ol

: 209248-35-1
Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / molecular sieves (MS AW 300), BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: 98 percent / 4 N NaOH / methanol / 2 h / Ambient temperature

3: 57 percent / H₂SO₄ / 18 h / Ambient temperature

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h

5: 90percent aq. trifluoroacetic acid / CH₂Cl₂ / 0.5 h

6: 1.) 1H-tetrazole, 2.) aq. RuCl₃, NaIO₄ / 1.) CH₂Cl₂, CH₃CN, RT, 12 h, 2.) CH₂Cl₂, CH₃CN, 2 h

With 1H-tetrazole; ruthenium trichloride; sodium hydroxide; sodium periodate; 3 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1248/cpb.46.797

Reference yield:

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 209248-35-1
Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / molecular sieves (MS AW 300), BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: 98 percent / 4 N NaOH / methanol / 2 h / Ambient temperature

3: 57 percent / H₂SO₄ / 18 h / Ambient temperature

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h

5: 90percent aq. trifluoroacetic acid / CH₂Cl₂ / 0.5 h

6: 1.) 1H-tetrazole, 2.) aq. RuCl₃, NaIO₄ / 1.) CH₂Cl₂, CH₃CN, RT, 12 h, 2.) CH₂Cl₂, CH₃CN, 2 h

With 1H-tetrazole; ruthenium trichloride; sodium hydroxide; sodium periodate; 3 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1248/cpb.46.797

Reference yield:

: 171733-54-3
2-(tetradecyl)hexadecyl β-D-galactopyranoside

: 209248-35-1
Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / H₂SO₄ / 18 h / Ambient temperature

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h

3: 90percent aq. trifluoroacetic acid / CH₂Cl₂ / 0.5 h

4: 1.) 1H-tetrazole, 2.) aq. RuCl₃, NaIO₄ / 1.) CH₂Cl₂, CH₃CN, RT, 12 h, 2.) CH₂Cl₂, CH₃CN, 2 h

With 1H-tetrazole; ruthenium trichloride; sodium periodate; sulfuric acid; sodium hydride; trifluoroacetic acid; In dichloromethane;
DOI:10.1248/cpb.46.797