dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

Base Information

Chemical Name:dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate
CAS No.:226919-66-0
Molecular Formula:C₄₂H₆₉O₁₀PSi
Molecular Weight:793.063
Hs Code.:

Synonyms:dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

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Chemical Property of dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

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Technology Process of dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

There total 4 articles about dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate 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:

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

: 3282-30-2
pivaloyl chloride

: 226919-66-0
dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

: dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-α-D-glucopyranoside phosphate

Guidance literature:: With dmap; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
DOI:10.1021/ja016227r

Reference yield:

: ((3R,4R,5S)-4,5-Bis-benzyloxy-2,7-dioxa-bicyclo[4.1.0]hept-3-ylmethoxy)-triisopropyl-silane

: 226919-66-0
dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 °C

2: DMAP / tetrahydrofuran / 1 h / 20 °C

With dmap; In tetrahydrofuran;
DOI:10.1021/ol9905452

Reference yield:

: 196703-95-4
1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

: 226919-66-0
dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phpsphate

Guidance literature:: Multi-step reaction with 3 steps

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

2: tetrahydrofuran / -78 °C

3: DMAP / tetrahydrofuran / 1 h / 20 °C

With dmap; 3,3-dimethyldioxirane; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ol9905452