3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

Base Information

Chemical Name:3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester
CAS No.:1370590-32-1
Molecular Formula:C₄₆H₅₇NO₁₀
Molecular Weight:783.959
Hs Code.:

Synonyms:3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

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Chemical Property of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

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Technology Process of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

There total 4 articles about 3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl 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: 53.0%

: 1370590-24-1
2-allylphenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

: 71630-31-4,7738-22-9
N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester

: 1370590-32-1
3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

Guidance literature:: With silver trifluoromethanesulfonate; Iodine monochloride; In dichloromethane; at 0 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2012.01.022

Reference yield:

: 1370590-22-9
2-allylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 1370590-32-1
3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 4 h / 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 10 h / 0 - 20 °C

3: silver trifluoromethanesulfonate; Iodine monochloride / dichloromethane / 0 °C / Inert atmosphere

With sodium methylate; silver trifluoromethanesulfonate; Iodine monochloride; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; 1: Zemplen deacetylation;
DOI:10.1016/j.carres.2012.01.022

Reference yield:

: C₁₅H₂₀O₆

: 1370590-32-1
3-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-N-tert-butoxycarbonyl-L-serine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 10 h / 0 - 20 °C

2: silver trifluoromethanesulfonate; Iodine monochloride / dichloromethane / 0 °C / Inert atmosphere

With silver trifluoromethanesulfonate; Iodine monochloride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.carres.2012.01.022