allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

Base Information

Chemical Name:allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside
CAS No.:137226-36-9
Molecular Formula:C₂₇H₃₇N₃O₁₀
Molecular Weight:563.605
Hs Code.:

Synonyms:allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

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Chemical Property of allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

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Technology Process of allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

There total 9 articles about allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside 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: 90.0%

: 137226-35-8
3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl trichloroacetimidate

: 137226-18-7
allyl 4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

: 137226-36-9
allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/0008-6215(92)84173-P

Reference yield:

: 137226-34-7
3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α,β-L-mannopyranose

: 137226-36-9
allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 90 percent / 4 Angstroem molecular sieves, BF₃*Et₂O / CH₂Cl₂

With 4 A molecular sieve; boron trifluoride diethyl etherate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In dichloromethane;
DOI:10.1016/0008-6215(92)84173-P

Reference yield:

: 137226-16-5
allyl 4-O-benzoyl-α-D-rhamnopyranoside

: 137226-36-9
allyl O-(3-O-acetyl-4-azido-4,6-dideoxy-3-C-methyl-2-O-methyl-α-L-mannopyranosyl)-(1->3)-4-O-benzoyl-2-O-methyl-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1) Bu₂SnO, 2) Bu₄NBr / 1) benzene, reflux, 2 h, 2) reflux, 12 h

2: 1) NaH / 1) oxolane, r.t., 30 min, 2) r.t., 12 h

3: 76 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / Ambient temperature

4: 90 percent / 4 Angstroem molecular sieves, BF₃*Et₂O / CH₂Cl₂

With ammonium cerium(IV) nitrate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; In dichloromethane; water; acetonitrile;
DOI:10.1016/0008-6215(92)84173-P