(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

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Chemical Name:(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside
CAS No.:220679-92-5
Molecular Formula:C₅₃H₆₉ClO₁₃SeSi
Molecular Weight:1056.62
Hs Code.:

(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

Synonyms:(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

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Chemical Property of (2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

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Technology Process of (2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

There total 6 articles about (2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside 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: 87.0%

: 220679-77-6
(2'S,3'S) Phenyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-seleno-α-D-mannopyranoside

: 171192-27-1
Phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-seleno-α-D-mannopyranoside

: 220679-92-5
(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; dichloromethane;
DOI:10.1002/(SICI)1521-3773(19981231)37:24<3423::AID-ANIE3423>3.0.CO;2-I

Reference yield:

: 189105-54-2
phenyl 1-seleno-α-D-mannopyranoside

: 220679-92-5
(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / imidazole / tetrahydrofuran / 0.5 h / 20 °C

2: 91 percent / NaH / dimethylformamide / 16 h / 20 °C

3: 87 percent / molecular sieves 4 Angstroem; TMSOTf; NIS / toluene / 1 h / 20 °C

With 1H-imidazole; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1: Etherification / 2: Etherification / 3: Etherification;

Reference yield:

: 100-39-0
benzyl bromide

: 220679-92-5
(2'S,3'S) Phenyl 6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-1-seleno-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NaH / dimethylformamide / 16 h / 20 °C

2: 87 percent / molecular sieves 4 Angstroem; TMSOTf; NIS / toluene / 1 h / 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In N,N-dimethyl-formamide; toluene; 1: Etherification / 2: Etherification;