(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

Base Information

Chemical Name:(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol
CAS No.:173273-90-0
Molecular Formula:C₅₄H₆₃NO₁₇Si
Molecular Weight:1026.18
Hs Code.:

(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

Synonyms:(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

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Chemical Property of (2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

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Technology Process of (2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

There total 6 articles about (2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol 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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 173273-89-7
(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol

: 173273-90-0
(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.1081/CAR-100108657

Reference yield:

: 40608-06-8
levulinic anhydride

: 173273-90-0
(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / pyridine / CH₂Cl₂ / 0.33 h / -50 °C

2: pyridine

3: 87 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 - 20 °C

4: 86 percent / AcOH / H₂O / 45 °C

5: 92 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In dichloromethane; water;
DOI:10.1081/CAR-100108657

Reference yield:

: 97205-28-2
methyl 2,3-di-O-benzoyl-1-thio-β-D-galactopyranoside

: 173273-90-0
(2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / pyridine / CH₂Cl₂ / 0.33 h / -50 °C

2: pyridine

3: 87 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 - 20 °C

4: 86 percent / AcOH / H₂O / 45 °C

5: 92 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In dichloromethane; water;
DOI:10.1081/CAR-100108657