Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

Base Information

Chemical Name:Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid
CAS No.:95451-96-0
Molecular Formula:C₃₀H₃₃N₃O₅
Molecular Weight:515.609
Hs Code.:

Synonyms:Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

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Chemical Property of Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

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Technology Process of Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

There total 11 articles about Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid 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: 89.0%

: 100-39-0
benzyl bromide

: 95451-95-9
Allyl-2-azido-2-desoxy-α-D-mannopyranosid

: 95451-96-0
Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(85)85193-4

Reference yield:

: 68733-20-0
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside

: 95451-96-0
Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: Titantetrabromid

2: glycosidation

3: deacetylation

4: benzylation

With titanium(IV) bromide;
DOI:10.1016/0008-6215(84)85195-2

Reference yield:

: 2873-29-2
D-glucal triacetate

: 95451-96-0
Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) (NH₄)23)6>, NaN₃ / 1.) acetonitrile, ethylacetate, -40 deg C

2: Titantetrabromid

3: glycosidation

4: deacetylation

5: benzylation

With sodium azide; ammonium cerium(IV) nitrate; titanium(IV) bromide;
DOI:10.1016/0008-6215(84)85195-2