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

Base Information

Chemical Name:diphenyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside phosphate
CAS No.:316365-07-8
Molecular Formula:C₃₇H₅₉O₁₀PSi₂
Molecular Weight:751.014
Hs Code.:

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

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

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

There total 6 articles about diphenyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside phosphate 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: 85.0%

: 316365-31-8
3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranose

: 838-85-7
diphenyl hydrogen phosphate

: 316365-07-8
diphenyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside phosphate

Guidance literature:: With dmap; toluene; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/ol006566+

Reference yield:

: di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 316365-07-8
diphenyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside phosphate

Guidance literature:: Multi-step reaction with 5 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

4: 97 percent / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C

5: 85 percent / toluene; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; hydrogen; toluene; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Substitution / 3: Substitution / 4: Hydrolysis / 5: Substitution;
DOI:10.1021/ol006566+

Reference yield:

: benzyl α-D-mannopyranoside

: 316365-07-8
diphenyl 3-O-tert-butyldimethylsilyl-4,6-di-O-(tert-butyl)silanediyl-2-O-pivaloyl-α-D-mannopyranoside phosphate

Guidance literature:: Multi-step reaction with 5 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

4: 97 percent / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C

5: 85 percent / toluene; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; hydrogen; toluene; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Substitution / 3: Substitution / 4: Hydrolysis / 5: Substitution;
DOI:10.1021/ol006566+