O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Base Information

Chemical Name:O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose
CAS No.:129750-18-1
Molecular Formula:C₆₇H₇₀N₄O₁₅
Molecular Weight:1171.31
Hs Code.:

O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

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Chemical Property of O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

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Technology Process of O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

There total 11 articles about O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose 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:

: 67381-26-4
methyl 3,6-di-O-allyl-α-D-mannopyranoside

: 129750-18-1
O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 9 steps

1: 64 percent / LiOH / 8 h / 140 °C

2: 99 percent / Pyridin / 0.5 h / 0 °C

3: 1) H₂SO₄ / 1) Acetanhydrid, Essigsaeure, 15 min, 0-3 deg C, 2) 10 min.

4: 99 percent / HBr / CH₂Cl₂ / 0.25 h / Ambient temperature

5: 1) Silbersilikat / 1) Toluol, Molekularsieb 4A, 2h, Raumtemp_., 2) Toluol, 2h

6: 1) 1percent Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, 1h, Raumtemp_.

7: 1) Silbertrifluormethansulfonat, 2,4,6-Trimethylpyridin / 1) Dichlormethan, Molekularsieb 4A, 1h, Raumtemp_., 2) Dichlormethan, Raumtemp_.

8: 1) Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, pH 8, 2.5h

9: 1) NaH, 2) Amberlite IR-120 (H+) / 1) N,N-Dimethylformamid, 2d, Raumtemp_.

With pyridine; 2,4,6-trimethyl-pyridine; lithium hydroxide; Amberlite IR-120 (H+); Silbersilikat; sulfuric acid; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane;
DOI:10.1016/0008-6215(90)84187-Y

Reference yield:

: 102728-49-4
Methyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosid

: 129750-18-1
O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / Pyridin / 0.5 h / 0 °C

2: 1) H₂SO₄ / 1) Acetanhydrid, Essigsaeure, 15 min, 0-3 deg C, 2) 10 min.

3: 99 percent / HBr / CH₂Cl₂ / 0.25 h / Ambient temperature

4: 1) Silbersilikat / 1) Toluol, Molekularsieb 4A, 2h, Raumtemp_., 2) Toluol, 2h

5: 1) 1percent Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, 1h, Raumtemp_.

6: 1) Silbertrifluormethansulfonat, 2,4,6-Trimethylpyridin / 1) Dichlormethan, Molekularsieb 4A, 1h, Raumtemp_., 2) Dichlormethan, Raumtemp_.

7: 1) Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, pH 8, 2.5h

8: 1) NaH, 2) Amberlite IR-120 (H+) / 1) N,N-Dimethylformamid, 2d, Raumtemp_.

With pyridine; 2,4,6-trimethyl-pyridine; Amberlite IR-120 (H+); Silbersilikat; sulfuric acid; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane;
DOI:10.1016/0008-6215(90)84187-Y

Reference yield:

: 129750-07-8
Methyl-3,6-di-O-allyl-2-O-benzyl-4-O-chloracetyl-α-D-mannopyranosid

: 129750-18-1
O-(3,4,6-Tri-O-benzyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 1) H₂SO₄ / 1) Acetanhydrid, Essigsaeure, 15 min, 0-3 deg C, 2) 10 min.

2: 99 percent / HBr / CH₂Cl₂ / 0.25 h / Ambient temperature

3: 1) Silbersilikat / 1) Toluol, Molekularsieb 4A, 2h, Raumtemp_., 2) Toluol, 2h

4: 1) 1percent Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, 1h, Raumtemp_.

5: 1) Silbertrifluormethansulfonat, 2,4,6-Trimethylpyridin / 1) Dichlormethan, Molekularsieb 4A, 1h, Raumtemp_., 2) Dichlormethan, Raumtemp_.

6: 1) Natriummethoxid, 2) Amberlite IR-120 (H+) / 1) Methanol, pH 8, 2.5h

7: 1) NaH, 2) Amberlite IR-120 (H+) / 1) N,N-Dimethylformamid, 2d, Raumtemp_.

With 2,4,6-trimethyl-pyridine; Amberlite IR-120 (H+); Silbersilikat; sulfuric acid; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane;
DOI:10.1016/0008-6215(90)84187-Y