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

Base Information

Chemical Name:2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside
CAS No.:365535-64-4
Molecular Formula:C₄₀H₄₂O₉
Molecular Weight:666.768
Hs Code.:

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

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Chemical Property of 2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside

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Technology Process of 2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-pivaloyl-α-D-mannopyranoside

There total 7 articles about 2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-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: 86.0%

: 3282-30-2
pivaloyl chloride

: 365535-62-2
2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1055/s-2003-40348

Reference yield:

: 365535-43-9
2'-(benzyloxycarbonyl)benzyl 4,6-O-benzylidene-α-D-mannopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 84 percent / dimethylformamide / 3 h / 90 °C

2.1: 86 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

With dmap; di(n-butyl)tin oxide; triethylamine; In methanol; dichloromethane;
DOI:10.1055/s-2003-40348

Reference yield:

: 87-41-2
2-benzofuran-1(3H)-one

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1N aq. NaOH / 1 h / 100 °C

1.2: 93 percent / dimethylformamide / 1 h / 20 °C

2.1: 86 percent / HgBr₂; Hg(CN)2; 4 Angstroem molecular sieves / acetonitrile / 0.33 h / 0 °C

3.1: 93 percent / NaOMe; MeOH / 0.33 h / 20 °C

4.1: 70 percent / camphor sulfonic acid / dimethylformamide / 4 h / 50 °C

5.1: Bu₂SnO / methanol / 1 h / Heating

5.2: 95 percent / dimethylformamide / 3 h / 100 °C

6.1: 86 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

With methanol; dmap; sodium hydroxide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; mercury(II) cyanide; di(n-butyl)tin oxide; mercury dibromide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja015842s