6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

Base Information

• Chemical Name: 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside
• CAS No.: 129728-46-7
• Molecular Formula: C₃₃H₄₃Cl₃O₉Si
• Molecular Weight: 718.144

Synonyms:6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

Chemical Property of 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

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Technology Process of 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

There total 1 articles about 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside 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: 66.8%

4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside (129728-42-3) + tert-butylchlorodiphenylsilane (58479-61-1) → 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside (129728-46-7)

Guidance literature:

With pyridine; dmap; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(90)84298-9

Reference yield: 93.2%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside (129728-46-7) → 6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-4-O-methyl-β-D-fructofuranoside (129728-47-8)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; at -5 ℃;

DOI:10.1016/0008-6215(90)84298-9

upstream raw materials:

4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

6-O-tert-butyldiphenylsilyl-4-chloro-4-deoxy-2,3-O-isopropylidene-α-D-galactopyranosyl 3-O-acetyl-1,6-dichloro-1,6-dideoxy-4-O-methyl-β-D-fructofuranoside

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