2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

Base Information

Chemical Name:2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol
CAS No.:636560-76-4
Molecular Formula:C₂₆H₃₀N₁₂O₅
Molecular Weight:590.602
Hs Code.:

Synonyms:2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

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Chemical Property of 2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

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Technology Process of 2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

There total 8 articles about 2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol 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: 87.0%

: 69048-60-8
meso-(1R,3S,4S,6R)-4,6-diazidocyclohexane-1,3-diol

: 635309-99-8
(2S,3R,4S,5R,6S)-3,5-Diazido-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran

: 636560-76-4
2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

: C₄₆H₅₀N₁₈O₈

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane; toluene; at -40 ℃; for 5h;
DOI:10.1055/s-2003-40351

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 636560-76-4
2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: p-TsOH

2.1: TBAI; NaH

3.1: 68 percent / TFA

4.1: 94 percent / N₂H₄*AcOH

5.1: 92 percent / TfN₃

6.1: Tf₂O

6.2: 80 percent / NaN₃

7.1: 87 percent / 4 Angstroem molecular sieves; NIS; AgOTf / CH₂Cl₂; diethyl ether; toluene / 5 h / -40 °C

With N-iodo-succinimide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; triflic azide; silver trifluoromethanesulfonate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-2003-40351

Reference yield:

: 99409-33-3
ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

: 636560-76-4
2,4-Diazido-5-((2S,3R,4S,5R,6S)-3,5-diazido-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: TBAI; NaH

2.1: 68 percent / TFA

3.1: 94 percent / N₂H₄*AcOH

4.1: 92 percent / TfN₃

5.1: Tf₂O

5.2: 80 percent / NaN₃

6.1: 87 percent / 4 Angstroem molecular sieves; NIS; AgOTf / CH₂Cl₂; diethyl ether; toluene / 5 h / -40 °C

With N-iodo-succinimide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; triflic azide; silver trifluoromethanesulfonate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-2003-40351