ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside
CAS No.:165816-44-4
Molecular Formula:C₆₆H₉₇NO₁₆S₂Si₂
Molecular Weight:1280.8
Hs Code.:

ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

Synonyms:ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

There total 7 articles about ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside 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: 75.0%

: 165816-43-3
C₆₄H₉₂INO₁₆SSi₂

: 75-08-1
ethanethiol

: 165816-44-4
ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

Guidance literature:: With lithium hexamethyldisilazane; In N,N-dimethyl-formamide;
DOI:10.1021/ja00134a043

Reference yield:

: 149625-80-9
1,5-anhydro-6-O-triisopropylsilyl-3,4-O-carbonate-2-deoxy-D-lyxo-hex-1-enopyranose

: 165816-44-4
ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 3,3'-dimethyldioxirane / CH₂Cl₂ / 0.33 h / 0 °C

2: ZnCl₂ / tetrahydrofuran; diethyl ether / Ambient temperature

3: 47 percent / 2,6-di-tert-butylpyridine, AgClO₄, SnCl₂, 4A molecular sieve / tetrahydrofuran / 34.5 h / -40 - 5 °C

4: 50 percent / 4A molecular sieves, I(sym-coll)2ClO₄ / benzene; tetrahydrofuran / 1 h / 0 °C

5: 1.) LHMDS / 1.) DMF, THF, -42 deg C, 5 min, 2.) DMF, THF, from -42 deg C to RT, 3 h

With 2,6-di-tert-butyl-pyridine; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; silver perchlorate; 3,3-dimethyldioxirane; tin(ll) chloride; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja962048b

Reference yield:

: 166021-02-9
(3aS,4R,6R,7R,7aR)-7-Hydroxy-6-((2R,3R,4R)-3-hydroxy-2-triisopropylsilanyloxymethyl-3,4-dihydro-2H-pyran-4-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 165816-44-4
ethyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->2)-3,4-carbonyl-6-O-tri-isopropylsilyl-β-D-galactopyranosyl-(1->3)-6-O-tri-isopropylsilyl-2-deoxy-2-phenylsulfonlyamino-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 47 percent / 2,6-di-tert-butylpyridine, AgClO₄, SnCl₂, 4A molecular sieve / tetrahydrofuran / 34.5 h / -40 - 5 °C

2: 50 percent / 4A molecular sieves, I(sym-coll)2ClO₄ / benzene; tetrahydrofuran / 1 h / 0 °C

3: 1.) LHMDS / 1.) DMF, THF, -42 deg C, 5 min, 2.) DMF, THF, from -42 deg C to RT, 3 h

With 2,6-di-tert-butyl-pyridine; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; silver perchlorate; tin(ll) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; benzene;
DOI:10.1021/ja962048b