3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside
• CAS No.: 1334630-47-5
• Molecular Formula: C₅₈H₆₄N₂O₁₆Si
• Molecular Weight: 1073.24
• Mol file: 1334630-47-5.mol

Synonyms:3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Chemical Property of 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

There total 1 articles about 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-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: 90.0%

3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (347391-77-9) + ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside (147332-52-3) → 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside (1334630-47-5)

Guidance literature:

3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside; ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.carres.2011.07.002

Reference yield: 100.0%

3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside (1334630-47-5) → 3-(benzyloxycarbonylamino)propyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-6-O-t-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1334630-52-2)

Guidance literature:

3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside; With sodium methylate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

In methanol; Inert atmosphere;

DOI:10.1016/j.carres.2011.07.002

Reference yield: 69.0%

3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside (1334630-47-5) + ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside (131545-02-3,116391-11-8) → 3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranozyl)-β-D-glucopyranoside (1334630-97-5)

Guidance literature:

3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside; ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside; In toluene; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In toluene; at -15 ℃; for 7h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.carres.2011.07.002

upstream raw materials:

3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

3-(benzyloxycarbonylamino)propyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-6-O-t-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

3-(benzyloxycarbonylamino)propyl 6-O-t-butyldiphenylsilyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranozyl)-β-D-glucopyranoside