methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside
CAS No.:717902-59-5
Molecular Formula:C₄₀H₄₅NO₁₆
Molecular Weight:795.794
Hs Code.:

Synonyms:methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

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Chemical Property of methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

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Technology Process of methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

There total 9 articles about methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside 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: 83.0%

: 717902-58-4
(2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-4-Acetoxy-2-acetoxymethyl-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-3-allyloxy-5-benzoyloxy-4-benzyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 717902-59-5
methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

Guidance literature:: With sodium acetate; palladium dichloride; In water; acetic acid; for 8h;
DOI:10.1021/jo035732z

Reference yield:

: 82877-93-8
methyl 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

: 717902-59-5
methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / 2,4,6-collidine / -40 °C

2: 93 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / -15 - 20 °C

3: 83 percent / PdCl₂; sodium acetate / acetic acid; H₂O / 8 h

With 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; sodium acetate; palladium dichloride; In dichloromethane; water; acetic acid;
DOI:10.1021/jo035732z

Reference yield:

: (2R,3S,4R,5R)-3-Allyloxy-4-benzyloxy-5,6-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 717902-59-5
methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 170 mg / imidazole / CH₂Cl₂ / 16 h / -25 °C

2: 77 percent / 4-(dimethylamino)pyridine / CH₂Cl₂

3: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C

4: 210 mg / DBU / CH₂Cl₂ / 0 - 20 °C

5: 93 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / -15 - 20 °C

6: 83 percent / PdCl₂; sodium acetate / acetic acid; H₂O / 8 h

With 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetic acid;
DOI:10.1021/jo035732z