tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

Base Information

Chemical Name:tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid
CAS No.:152554-51-3
Molecular Formula:C₆₄H₁₀₃N₃O₁₄Si₃
Molecular Weight:1222.79
Hs Code.:

tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O-<dimethyl(2,3-dimethyl-2-butyl)silyl>-3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O-<dimethyl-(2,3-dimethyl-2-butyl)silyl>-β-D-glucopyranosid

Synonyms:tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

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Chemical Property of tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

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Technology Process of tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

There total 6 articles about tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid 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: 89.0%

: 120703-59-5
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)trichloroacetimidate

: 152554-42-2
tert-Butyldimethylsilyl-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

: 152554-51-3
tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

Guidance literature:: trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -30 ℃;
DOI:10.1016/0008-6215(93)80072-M

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 152554-51-3
tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 86 percent / 2 M NaOMe / methanol / 24 h / pH 9

3: 82 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 15 h / Ambient temperature

4: 89 percent / trimethylsilyl trifluoromethanesulfonate / diethyl ether / -30 °C

With 1H-imidazole; (1S)-10-camphorsulfonic acid; sodium methylate; trimethylsilyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80072-M

Reference yield:

: Acetic acid (4R,5S,6R)-3-azido-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-2-hydroxy-5-{(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-tetrahydro-pyran-2-yloxy}-tetrahydro-pyran-4-yl ester

: 152554-51-3
tert-butyldimethylsilyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-<6-O--3,4-O-isopropyliden-β-D-galactopyranosyl>-(1->4)-2-azido-2-desoxy-6-O--β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 86 percent / 2 M NaOMe / methanol / 24 h / pH 9

3: 82 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 15 h / Ambient temperature

4: 89 percent / trimethylsilyl trifluoromethanesulfonate / diethyl ether / -30 °C

With 1H-imidazole; (1S)-10-camphorsulfonic acid; sodium methylate; trimethylsilyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80072-M