N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester
CAS No.:187330-18-3
Molecular Formula:C₃₆H₃₅ClN₄O₁₀
Molecular Weight:719.148
Hs Code.:

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

There total 3 articles about N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester 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: 82.0%

: 136497-85-3
N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester

: 187330-16-1
2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl fluoride

: N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-galactopyranosyl)-L-serine allyl ester

: 187330-18-3
N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

Guidance literature:: With zirconocene dichloride; 4 A molecular sieve; silver perchlorate; In 1,2-dichloro-ethane; at -25 - 5 ℃; for 5h;
DOI:10.1016/S0968-0896(96)00172-1

Reference yield: 79.0%

: 136497-85-3
N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester

: 187330-17-2
2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-galactopyranosyl fluoride

: N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-galactopyranosyl)-L-serine allyl ester

: 187330-18-3
N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

Guidance literature:: With zirconocene dichloride; 4 A molecular sieve; silver perchlorate; In 1,2-dichloro-ethane; at -25 - 5 ℃; for 5h;
DOI:10.1016/S0968-0896(96)00172-1

Reference yield:

: 186972-18-9
(2S,4aR,7R,8R,8aR)-7-Azido-6-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 187330-18-3
N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-L-serine allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 40 percent / DMAP, pyridine / 1,2-dichloro-ethane / 0.5 h / Ambient temperature

2: 79 percent / Cp₂ZrCl₂, AgClO₄, mol. sieves 4A / 1,2-dichloro-ethane / 5 h / -25 - 5 °C

With pyridine; dmap; zirconocene dichloride; 4 A molecular sieve; silver perchlorate; In 1,2-dichloro-ethane;
DOI:10.1016/S0968-0896(96)00172-1