allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:588730-48-7
Molecular Formula:C₇₀H₇₇N₂O₁₆P
Molecular Weight:1233.36
Hs Code.:

allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Synonyms:allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 6 articles about allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 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%

: 133339-58-9
<2-ethoxy>(2-cyanoethoxy)(diisopropylamino)phosphane

: 263893-89-6
allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 588730-48-7
allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: <2-ethoxy>(2-cyanoethoxy)(diisopropylamino)phosphane; allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside; With 1H-tetrazole; 3 A molecular sieve; In acetonitrile; for 4h;

With 1H-tetrazole; tert.-butylhydroperoxide; nonane; In acetonitrile; for 0.166667h;
DOI:10.1016/S0040-4020(03)00615-X

Reference yield:

: 100-39-0
benzyl bromide

: 588730-48-7
allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / NaH / dimethylformamide / 1 h / 0 °C

2.1: 68 percent / NIS; 3 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 1 h / 0 °C

3.1: 89 percent / Bu₄NF / tetrahydrofuran / 0 - 20 °C

4.1: 3 Angstroem molecular sieves; 1H-tetrazole / acetonitrile / 4 h

4.2: 90 percent / 1H-tetrazole; t-BuOOH; nonane / acetonitrile / 0.17 h

With 1H-tetrazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)00615-X

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 588730-48-7
allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / imidazole / dimethylformamide / 0.17 h / 0 °C

2.1: 92 percent / NaH / dimethylformamide / 1 h / 0 °C

3.1: 68 percent / NIS; 3 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 1 h / 0 °C

4.1: 89 percent / Bu₄NF / tetrahydrofuran / 0 - 20 °C

5.1: 3 Angstroem molecular sieves; 1H-tetrazole / acetonitrile / 4 h

5.2: 90 percent / 1H-tetrazole; t-BuOOH; nonane / acetonitrile / 0.17 h

With 1H-imidazole; 1H-tetrazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)00615-X