Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester

Base Information

• Chemical Name: Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester
• CAS No.: 604767-65-9
• Molecular Formula: C₃₅H₄₇O₉P
• Molecular Weight: 642.727

Synonyms:Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester

Chemical Property of Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester

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Technology Process of Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester

There total 3 articles about Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl 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:

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester (604767-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl dioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

2: CH₂Cl₂ / -78 °C

With 3,3-dimethyldioxirane; In dichloromethane; acetone;

DOI:10.1021/ol9905452

Reference yield:

dibutyl phosphate (107-66-4) + glucal epoxide (1011723-04-8) → Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester (604767-65-9)

Guidance literature:

In dichloromethane; at -78 ℃;

DOI:10.1021/ol9905452

Reference yield:

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) + dibutyl phosphate (107-66-4) → (4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2,3-diol + Phosphoric acid (4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester (604767-65-9)

Guidance literature:

With urea hydrogen peroxide adduct; methyltrioxorhenium(VII); In acetone; at 0 ℃; for 3h; Further Variations:; Solvents; Reagents; Temperatures; Product distribution;

DOI:10.1016/S0040-4039(03)01386-8

upstream raw materials:

3,4,6-tri-O-benzyl-D-glucal

dibutyl phosphate

glucal epoxide

Downstream raw materials:

dibutyl 3,4,6-tri-O-benzyl-2-O-triethylsilyl-β-D-glucopyranoside phosphate

dibutyl 2-O-pivaloyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside phosphate

dibutyl 2-O-pivaloyl-3,4,6-tri-O-benzyl-α-D-glucopyranoside phosphate

3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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