2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:399036-12-5
Molecular Formula:C₅₁H₅₀N₄O₁₅
Molecular Weight:958.976
Hs Code.:

Synonyms:2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 13 articles about 2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-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: 87.0%

: 399036-11-4
C₅₃H₅₂N₄O₁₆

: 399036-12-5
2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With methanol; acetyl chloride; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/S0008-6215(01)00213-0

Reference yield:

: 65730-00-9
allyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

: 399036-12-5
2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / Et₃N / CH₂Cl₂ / 0 °C

2.1: 93 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 4 h / -5 °C

3.1: O₃ / methanol; CH₂Cl₂ / -78 °C

3.2: NaBH₄ / methanol; CH₂Cl₂ / 2 h / -78 - 0 °C

4.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

5.1: 93 percent / NaN₃; 18-crown-6 / dimethylformamide / 96 h / 20 °C

6.1: 87 percent / AcCl; MeOH / CH₂Cl₂ / 5 h / 20 °C

With methanol; sodium azide; 18-crown-6 ether; 4 A molecular sieve; silver trifluoromethanesulfonate; ozone; triethylamine; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00213-0

Reference yield:

: 26927-44-6,29575-26-6,51996-13-5,88087-63-2,29575-27-7
methyl 2,6-bis-O-benzoyl-α-D-galactopyranoside

: 399036-12-5
2-azidoethyl O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: (+/-)-CSA / benzene / 20 °C

1.2: 99 percent / aq. acetic acid / 1 h / 20 °C

2.1: 100 percent / pyridine / 48 h / 20 °C

3.1: 96 percent / AcOH; cc H₂SO₄ / 0 - 20 °C

4.1: 97 percent / HBr; AcOH / CH₂Cl₂ / 3 h / 20 °C

5.1: 93 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 4 h / -5 °C

6.1: O₃ / methanol; CH₂Cl₂ / -78 °C

6.2: NaBH₄ / methanol; CH₂Cl₂ / 2 h / -78 - 0 °C

7.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

8.1: 93 percent / NaN₃; 18-crown-6 / dimethylformamide / 96 h / 20 °C

9.1: 87 percent / AcCl; MeOH / CH₂Cl₂ / 5 h / 20 °C

With pyridine; methanol; sodium azide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; 10-camphorsufonic acid; hydrogen bromide; silver trifluoromethanesulfonate; ozone; acetic acid; triethylamine; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(01)00213-0