2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Base Information

Chemical Name:2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside
CAS No.:365534-75-4
Molecular Formula:C₄₀H₄₄O₉
Molecular Weight:668.784
Hs Code.:

Synonyms:2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

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Chemical Property of 2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

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Technology Process of 2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

There total 11 articles about 2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-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: 88.0%

: 365535-64-4
2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside

: 365534-75-4
2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: 2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside; With di-n-butylboryl trifluoromethanesulfonate; borane; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With triethylamine; In tetrahydrofuran; for 2h;
DOI:10.1055/s-2003-40348

Reference yield: 87.0%

: 2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside

: 365534-75-4
2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: With boron trifluoride-tetrahydrofuran complex; di-n-butylboryl trifluoromethanesulfonate; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1139/V06-030

Reference yield:

: 3282-30-2
pivaloyl chloride

: 365534-75-4
2'-(benzyloxycarbonyl)benzyl 3,4-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: BH₃; Bu₂BOTf / tetrahydrofuran / 1 h / 0 - 20 °C

2.2: 88 percent / Et₃N / tetrahydrofuran / 2 h

With dmap; di-n-butylboryl trifluoromethanesulfonate; borane; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2003-40348