O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

Base Information

Chemical Name:O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate
CAS No.:1421758-36-2
Molecular Formula:C₄₃H₄₇O₁₂P
Molecular Weight:786.813
Hs Code.:

Synonyms:O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

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Chemical Property of O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

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Technology Process of O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

There total 8 articles about O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate 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:

: 1334540-20-3
S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

: 107-66-4
dibutyl phosphate

: 1421758-36-2
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

: 1334540-24-7
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-β-D-gluco-pyranosidephosphate

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h; optical yield given as %de; Molecular sieve;
DOI:10.1039/c1cc13614c

Reference yield:

: 1421758-31-7
(2-methyl-5-tert-butylphenyl) 1-thio-β-D-glucopyranoside

: 1421758-36-2
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

: 1334540-24-7
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-β-D-gluco-pyranosidephosphate

Guidance literature:: Multi-step reaction with 6 steps

1: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C

3: pyridine; dmap / 0 - 70 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride; acetic acid / N,N-dimethyl-formamide / 9 h / 35 °C

5: pyridine / dichloromethane

6: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / 0 °C / Molecular sieve

With pyridine; 1H-imidazole; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1cc13614c

Reference yield:

: 1334540-33-8
(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-S-β-D-thioglucopyranoside

: 1421758-36-2
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-α-D-gluco-pyranosidephosphate

: 1334540-24-7
O,O-dibutyl-2-O-benzoyl-4,6-O-benzylidene-3-O-fluorenyl-methoxycarbonyl-β-D-gluco-pyranosidephosphate

Guidance literature:: Multi-step reaction with 7 steps

1: sodium methylate / methanol / 20 °C

2: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C

4: pyridine; dmap / 0 - 70 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride; acetic acid / N,N-dimethyl-formamide / 9 h / 35 °C

6: pyridine / dichloromethane

7: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / 0 °C / Molecular sieve

With pyridine; 1H-imidazole; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1cc13614c