3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

Base Information

Chemical Name:3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate
CAS No.:503181-30-4
Molecular Formula:C₃₅H₄₇Cl₃NO₁₁P
Molecular Weight:795.091
Hs Code.:

Synonyms:3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

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Chemical Property of 3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

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Technology Process of 3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

There total 7 articles about 3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate 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: 89.0%

: 107-66-4
dibutyl phosphate

: 503181-29-1
3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranosyl trichloroacetimidate

: 503181-30-4
3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

Guidance literature:: In toluene; at 20 ℃; for 1.5h;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield:

: 100-39-0
benzyl bromide

: 503181-30-4
3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / molecular sieves; Ag₂O / CH₂Cl₂ / 2 h

2: 80 percent / BH₃; Bu₂BOTf / tetrahydrofuran; CH₂Cl₂ / 1 h

3: 95 percent / DMAP; DIPC / CH₂Cl₂ / 6 h / 20 °C

4: 94 percent / TBAF; AcOH / tetrahydrofuran / 4 h

5: 81 percent / DBU / CH₂Cl₂ / 1.5 h

6: 89 percent / toluene / 1.5 h / 20 °C

With dmap; molecular sieve; bis-2-propyl carbonate; di-n-butylboryl trifluoromethanesulfonate; borane; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield:

: tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-trichloroacetylamino-α-D-glucopyranoside

: 503181-30-4
3,4-di-O-benzyl-2-deoxy6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranose 1-dibutylphosphate

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / molecular sieves; Ag₂O / CH₂Cl₂ / 2 h

2: 80 percent / BH₃; Bu₂BOTf / tetrahydrofuran; CH₂Cl₂ / 1 h

3: 95 percent / DMAP; DIPC / CH₂Cl₂ / 6 h / 20 °C

4: 94 percent / TBAF; AcOH / tetrahydrofuran / 4 h

5: 81 percent / DBU / CH₂Cl₂ / 1.5 h

6: 89 percent / toluene / 1.5 h / 20 °C

With dmap; molecular sieve; bis-2-propyl carbonate; di-n-butylboryl trifluoromethanesulfonate; borane; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0008-6215(02)00299-9