tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

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Chemical Name:tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside
CAS No.:503181-27-9
Molecular Formula:C₃₃H₄₄Cl₃NO₈Si
Molecular Weight:717.159
Hs Code.:

Synonyms:tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

There total 4 articles about tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside 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: 95.0%

: 123-76-2
levulinic acid

: tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-2-trichloroacetylamino-α-D-glucopyranoside

: 503181-27-9
tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

Guidance literature:: With dmap; bis-2-propyl carbonate; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield:

: 100-39-0
benzyl bromide

: 503181-27-9
tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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

With dmap; molecular sieve; bis-2-propyl carbonate; di-n-butylboryl trifluoromethanesulfonate; borane; silver(l) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield:

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

: 503181-27-9
tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-trichloroacetylamino-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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

With dmap; molecular sieve; bis-2-propyl carbonate; di-n-butylboryl trifluoromethanesulfonate; borane; silver(l) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00299-9