(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

Base Information

Chemical Name:(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside
CAS No.:1439358-01-6
Molecular Formula:C₅₈H₇₇NO₁₉Si
Molecular Weight:1120.33
Hs Code.:

(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

Synonyms:(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

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Chemical Property of (O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

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Technology Process of (O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

There total 8 articles about (O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-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: 58.0%

: 942518-25-4
O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 1439358-01-6
(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - -18 ℃; for 16h; Inert atmosphere;
DOI:10.1002/chem.201202064

Reference yield:

: 2-acetamido-2-deoxy-1-O-propargyl-α-D-glucopyranoside

: 1439358-01-6
(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N-dimethyl-formamide / 1 h / 30 °C / Molecular sieve

1.2: 1 h / 30 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -30 °C / Molecular sieve

3.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 16 h / -20 - -18 °C / Inert atmosphere

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201202064

Reference yield:

: 942518-24-3
2-acetamido-2-deoxy-6-TBDMS-1-propargyl-β-D-glucopyranoside

: 1439358-01-6
(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4))-((2,3,4-tri-O-benzyl-α-L-fucopyranoside)-(1→3))-2-acetamido-2-deoxy-6-O-tert-butyldimethylsilyl-1-propargyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -30 °C / Molecular sieve

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 16 h / -20 - -18 °C / Inert atmosphere

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1002/chem.201202064