dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:504422-50-8
Molecular Formula:C₆₀H₇₆O₁₀
Molecular Weight:957.257
Hs Code.:

Synonyms:dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 8 articles about dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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%

: 142789-96-6
1,2-O-anhydro-3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranose

: 258349-81-4
dodecyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 504422-50-8
dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1016/j.carres.2009.09.008

Reference yield:

: 66854-07-7,103129-55-1,117076-31-0
dodecyl 2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranoside

: 504422-50-8
dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 20 °C

2: p-TsOH*H₂O / dimethylformamide / 4.5 h / 50 °C

3: 10.1 g / NaH / dimethylformamide / 0 - 20 °C

4: 95 percent / BH₃*Et₂O; AlCl₃; molecular sieves / tetrahydrofuran / 21 h / 20 °C

5: 96 percent Turnov_. / NaH; 15-crown-5 / dimethylformamide / 120 h / 70 °C

With aluminium trichloride; molecular sieve; tetrafluoroboric acid-diethyl ether complex; 15-crown-5; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 112-53-8
1-dodecyl alcohol

: 504422-50-8
dodecyl 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: silver perchlorate; silver carbonate; molecular sieves / CH₂Cl₂

2: NaOMe / methanol / 20 °C

3: p-TsOH*H₂O / dimethylformamide / 4.5 h / 50 °C

4: 10.1 g / NaH / dimethylformamide / 0 - 20 °C

5: 95 percent / BH₃*Et₂O; AlCl₃; molecular sieves / tetrahydrofuran / 21 h / 20 °C

6: 96 percent Turnov_. / NaH; 15-crown-5 / dimethylformamide / 120 h / 70 °C

With aluminium trichloride; molecular sieve; tetrafluoroboric acid-diethyl ether complex; 15-crown-5; sodium methylate; silver perchlorate; sodium hydride; toluene-4-sulfonic acid; silver carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X