allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside
CAS No.:139526-09-3
Molecular Formula:C₅₇H₅₃N₃O₁₄
Molecular Weight:1004.06
Hs Code.:

Synonyms:allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

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Chemical Property of allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

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Technology Process of allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

There total 8 articles about allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside 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: 91.0%

: 139526-07-1
allyl 2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

: 139526-08-2
methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

: 139526-09-3
allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: With 4 A molecular sieve; methyl trifluoromethanesulfonate; In tetrachloromethane; toluene; at 50 ℃; for 8h;
DOI:10.1021/jo00032a601

Reference yield:

: 100-39-0
benzyl bromide

: 139526-09-3
allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 1) 0 deg C, 1h, 2) RT, 2h

2: DDQ / CH₂Cl₂; H₂O / 1) 0 deg C, 0.5h, 2) RT, 2h

3: 91 percent / MeOSO₂CF₃, molecular sieve 4A / CCl₄; toluene / 8 h / 50 °C

With 4 A molecular sieve; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; methyl trifluoromethanesulfonate; In tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00032a601

Reference yield:

: 90405-24-6
allyl 2-deoxy-2-azido-4,6-benzylidene-β-D-galactopyranoside

: 139526-09-3
allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 1) 0 deg C, 0.5h, 2) RT, 1h

2: (+/-)-10-camphorsulfonic acid / toluene; methanol / 18 h / Ambient temperature

3: NaH / dimethylformamide / 1) 0 deg C, 1h, 2) RT, 2h

4: DDQ / CH₂Cl₂; H₂O / 1) 0 deg C, 0.5h, 2) RT, 2h

5: 91 percent / MeOSO₂CF₃, molecular sieve 4A / CCl₄; toluene / 8 h / 50 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; methyl trifluoromethanesulfonate; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00032a601