allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

Base Information

Chemical Name:allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside
CAS No.:647027-46-1
Molecular Formula:C₃₈H₃₈O₈
Molecular Weight:622.715
Hs Code.:

Synonyms:allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

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Chemical Property of allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

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Technology Process of allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

There total 1 articles about allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside 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%

: 647027-45-0
allyl 2-O-acetyl-3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

: 647027-46-1
allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

Guidance literature:: With acetyl chloride; In methanol; at 0 - 20 ℃; for 6h;
DOI:10.1021/ol0359261

Reference yield: 89.0%

: 123-76-2
levulinic acid

: 647027-46-1
allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

: 647027-47-2
allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/ol0359261

Reference yield:

: 647027-46-1
allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

: C₃₁H₄₆NO₁₃SSi^(1-)*Na⁽¹⁺⁾

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 8 h / 20 °C

2: 82 percent / tris(triphenylphosphine)rhodium(I) chloride / toluene; ethanol; H₂O / 15 h / Heating

3: 95 percent / sodium hydride / CH₂Cl₂ / 0.5 h / 0 °C

4: 85 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -75 - 20 °C

5: 79 percent / hydrazine acetate / methanol; CH₂Cl₂ / 3 h / 20 °C

6: 84 percent / sulfur trioxide-pyridine complex / dimethylformamide / 2 h / 20 °C

7: H₂; acetic acid / Pd(OH)2/C / ethanol; H₂O / 20 °C

With dmap; Wilkinson's catalyst; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; sulfur trioxide pyridine complex; hydrazinium monoacetate; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; palladium dihydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0359261