phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

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Chemical Name:phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside
CAS No.:277757-06-9
Molecular Formula:C₄₂H₄₆O₅SSi
Molecular Weight:690.976
Hs Code.:

Synonyms:phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

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Chemical Property of phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

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Technology Process of phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

There total 9 articles about phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-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: 100.0%

: 277757-04-7
phenyl 6-O-acetyl-2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-thio-α-D-mannopyranoside

: 277757-06-9
phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

Guidance literature:: With sodium methylate; In methanol; at 25 ℃; for 1h;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield:

: 100-39-0
benzyl bromide

: 277757-06-9
phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / NaH / dimethylformamide / 2 h / 25 °C

2: 79 percent / F₃CSO₃SiMe / 3 h / 0 - 25 °C

3: 98 percent / TFA / CH₂Cl₂ / 3 h / 25 °C

4: 89 percent / imidazole / DMAP / dimethylformamide / 17 h / 25 °C

5: BF₃*Et₂O / CH₂Cl₂ / 30 h / 25 °C

6: 100 percent / NaOMe / methanol / 1 h / 25 °C

With 1H-imidazole; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; trifluoroacetic acid; dmap; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Ring cleavage / 3: Decomposition / 4: silylation / 5: Substitution / 6: Deacetylation;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 277757-06-9
phenyl 2,4-di-O-benzyl-3-O-(tert-butyldiphenylsilyl)-1-this-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / imidazole / DMAP / dimethylformamide / 17 h / 25 °C

2: BF₃*Et₂O / CH₂Cl₂ / 30 h / 25 °C

3: 100 percent / NaOMe / methanol / 1 h / 25 °C

With 1H-imidazole; boron trifluoride diethyl etherate; sodium methylate; dmap; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Substitution / 3: Deacetylation;
DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C