Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Base Information

Chemical Name:Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid
CAS No.:110236-58-3
Molecular Formula:C₄₂H₄₉NO₁₂
Molecular Weight:759.851
Hs Code.:

Synonyms:Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

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Chemical Property of Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

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Technology Process of Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

There total 11 articles about Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid 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: 92.0%

: 110236-57-2
Acetic acid (2S,3R,4S,5R,6S)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: 110236-58-3
Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Guidance literature:: With sodium methylate; In methanol; for 12h;

Reference yield:

: 110236-56-1
methyl N-benzyloxycarbonyl-2-deoxy-3,6-di-O-benzylglucopyranoside

: 110236-58-3
Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / Sn(OTf)2 / CH₂Cl₂ / 0 °C

2: NaOMe; MeOH

With methanol; tin(II) trifluoromethanesulfonate; sodium methylate; In dichloromethane; 1: Glycosidation / 2: Deacetylation;
DOI:10.1016/S0960-894X(99)00550-8

Reference yield:

: 3006-58-4,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9,7474-40-0
2-carbobenzyloxyamino-2-deoxy-D-glucopyranose

: 110236-58-3
Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Guidance literature:: Multi-step reaction with 6 steps

1: HCl

2: CSA / tetrahydrofuran

3: 78 percent / BaO; Ba(OH)2*8H₂O / dimethylformamide

4: 61 percent / NaBH₃CN; HCl / tetrahydrofuran

5: 83 percent / Sn(OTf)2 / CH₂Cl₂ / 0 °C

6: NaOMe; MeOH

With hydrogenchloride; methanol; barium dihydroxide; tin(II) trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; sodium cyanoborohydride; barium(II) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Glycosidation / 2: Acetalization / 3: Alkylation / 4: Ring cleavage / 5: Glycosidation / 6: Deacetylation;
DOI:10.1016/S0960-894X(99)00550-8