benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside
CAS No.:316365-29-4
Molecular Formula:C₃₂H₅₆O₇Si₂
Molecular Weight:608.963
Hs Code.:

Synonyms:benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

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Chemical Property of benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

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Technology Process of benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

There total 4 articles about benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-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: 84.0%

: 316365-26-1
benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-α-D-mannopyranoside

: 3282-30-2
pivaloyl chloride

: 316365-29-4
benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: With dmap; In dichloromethane; toluene; for 2h;
DOI:10.1021/ol006566+

Reference yield:

: di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 316365-29-4
benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / toluene; dimethylformamide / 0.5 h / -40 °C

2: 98 percent / imidazole / toluene; dimethylformamide / 18 h

3: 84 percent / DMAP / toluene; CH₂Cl₂ / 2 h

With 1H-imidazole; dmap; In dichloromethane; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Substitution / 3: Substitution;
DOI:10.1021/ol006566+

Reference yield:

: benzyl α-D-mannopyranoside

: 316365-29-4
benzyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / toluene; dimethylformamide / 0.5 h / -40 °C

2: 98 percent / imidazole / toluene; dimethylformamide / 18 h

3: 84 percent / DMAP / toluene; CH₂Cl₂ / 2 h

With 1H-imidazole; dmap; In dichloromethane; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Substitution / 3: Substitution;
DOI:10.1021/ol006566+