octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

Base Information

Chemical Name:octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal
CAS No.:145064-89-7
Molecular Formula:C₆₈H₈₁NO₁₂S
Molecular Weight:1136.46
Hs Code.:

octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

Synonyms:octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

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Chemical Property of octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

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Technology Process of octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

There total 9 articles about octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal 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: 55.0%

: 136824-08-3
ethyl 3,4,6-tri-O-benzyl-2-O-(2-propenyl)-1-thia-α-D-mannopyranoside

: 145064-88-6
octyl 4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 145064-89-7
octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at -40 ℃; for 0.166667h;

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 145064-89-7
octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

Guidance literature:: Multi-step reaction with 6 steps

1: SnCl₄ / CH₂Cl₂ / 5 h / Ambient temperature

2: NaOMe / methanol / 14 h

3: 78 percent / p-TsOH*H₂O / CH₂Cl₂; dimethylformamide / 16 h / Heating

4: 1.) NaH / 1.) DMF, 15 deg C, 30 min, 2.) DMF, RT, overnight

5: 83 percent / NaCNBH₄, 3 A sieves, HCl(g) / tetrahydrofuran; diethyl ether / 0.92 h / 0 °C

6: 55 percent / p-TsOH / CH₂Cl₂ / 0.17 h / -40 °C

With hydrogenchloride; 3 A molecular sieve; sodium methylate; tin(IV) chloride; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 145064-89-7
octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside-ethyl 3',4',6'-tri-O-benzyl-1'-thio-α-D-mannopyranoside-2',4-isopropylidene acetal

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / BF₃*OEt₂ / 0.25 h

2: 1.) titanocene dichloride / 1.) toluene, 2.) toluene, THF, pyridine, a.) -40 deg C, 1 h, b) -10 deg C, 3 h

3: 55 percent / p-TsOH / CH₂Cl₂ / 0.17 h / -40 °C

With titanocene dichloride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane;