octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Name:octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:912364-45-5
Molecular Formula:C₅₃H₆₇NO₁₃
Molecular Weight:926.114
Hs Code.:

Synonyms:octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Property of octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Technology Process of octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 10 articles about octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-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: 33.0%

: 912364-43-3
octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 96-32-2
bromoacetic acid methyl ester

: 912364-45-5
octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/jo060485v

Reference yield:

: ((2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-octyloxy-tetrahydro-pyran-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 912364-45-5
octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 3.75 g / camphorsulfonic acid / acetonitrile / 20 °C

2: 67 percent / NIS; AgOTf / CH₂Cl₂ / 3 h / -70 - -50 °C

3: 75 percent / AcOH; zinc / 4 h / 20 °C

4: pyridine / 0.5 h / 20 °C

5: 380 mg / MeONa / methanol; CH₂Cl₂ / 20 °C

6: 33 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

With pyridine; N-iodo-succinimide; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo060485v

Reference yield:

: 912364-38-6
octyl 4,6-O-benzylidene-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

: 912364-45-5
octyl 2-acetamido-3-O-(3,4,6-tri-O-benzyl-2-O-methoxycarbonylmethyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / NIS; AgOTf / CH₂Cl₂ / 3 h / -70 - -50 °C

2: 75 percent / AcOH; zinc / 4 h / 20 °C

3: pyridine / 0.5 h / 20 °C

4: 380 mg / MeONa / methanol; CH₂Cl₂ / 20 °C

5: 33 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

With pyridine; N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060485v