methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

Base Information

Chemical Name:methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside
CAS No.:157068-65-0
Molecular Formula:C₃₈H₄₇Cl₃F₃N₃O₁₂
Molecular Weight:901.158
Hs Code.:

methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

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Chemical Property of methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

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Technology Process of methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

There total 18 articles about methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside 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:

: 35780-85-9
methyl 2-O-methyl-4,6-O-(phenylmethylene)-β-D-galactopyranoside

: 157068-65-0
methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / CH₂Cl₂ / 20 h / 0 °C

2: benzene / 24 h / 23 °C

3: 97 percent / CF₃COOH / methanol / 22 h / 45 °C

4: 85 percent / di-n-butyltin oxide, tetra-n-butylammonium bromide, 3 Angstroem molecular sieves / acetonitrile / 8 h / 80 °C

5: 90 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / CH₂Cl₂ / 0.17 h

6: tetrahydrofuran / 1.5 h

7: H₂O / tetrahydrofuran / 1.5 h

8: CH₂Cl₂ / 0.17 h

With pyridine; N-iodo-succinimide; 3 A molecular sieve; tetrabutylammomium bromide; water; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00096a022

Reference yield:

: 100-39-0
benzyl bromide

: 157068-65-0
methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: NaH / tetrahydrofuran / 3 h

2: tetrahydrofuran / 1 h

3: H₂O / tetrahydrofuran / 2 h

4: Et₃N / CH₂Cl₂ / 0.5 h

5: 90 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / CH₂Cl₂ / 0.17 h

6: tetrahydrofuran / 1.5 h

7: H₂O / tetrahydrofuran / 1.5 h

8: CH₂Cl₂ / 0.17 h

With N-iodo-succinimide; 3 A molecular sieve; water; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00096a022

Reference yield:

: 104530-15-6
methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

: 157068-65-0
methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside

Guidance literature:: Multi-step reaction with 12 steps

1: NaH / tetrahydrofuran / 4 h

2: pyridinium p-toluenesulfonate / methanol / 2 h

3: p-toluenesulfonic acid / methanol / 4 h

4: CH₂Cl₂ / 1.5 h

5: pyridine / CH₂Cl₂ / 20 h / 0 °C

6: benzene / 24 h / 23 °C

7: 97 percent / CF₃COOH / methanol / 22 h / 45 °C

8: 85 percent / di-n-butyltin oxide, tetra-n-butylammonium bromide, 3 Angstroem molecular sieves / acetonitrile / 8 h / 80 °C

9: 90 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / CH₂Cl₂ / 0.17 h

10: tetrahydrofuran / 1.5 h

11: H₂O / tetrahydrofuran / 1.5 h

12: CH₂Cl₂ / 0.17 h

With pyridine; N-iodo-succinimide; 3 A molecular sieve; tetrabutylammomium bromide; water; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00096a022