methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside
CAS No.:1345334-90-8
Molecular Formula:C₅₄H₅₈N₂O₁₇
Molecular Weight:1007.06
Hs Code.:

methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

Synonyms:methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

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Chemical Property of methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

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Technology Process of methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

There total 6 articles about methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-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: 71.0%

: 1345334-86-2
methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

: 1345334-90-8
methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1055/s-0030-1260139

Reference yield:

: 1345334-75-9
methyl 3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

: 1345334-90-8
methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: acetyl chloride / methanol / 0.25 h / 0 °C / Inert atmosphere

3: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 1 h / 0 °C / Inert atmosphere

4: hydrazine hydrate / methanol / 2 h / 20 °C / Inert atmosphere

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform; N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

6: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 3: Mitsunobu reaction;
DOI:10.1055/s-0030-1260139

Reference yield:

: 1345334-78-2
methyl 3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-tert-butoxycarbonylmethyl-α-D-glucopyranoside

: 1345334-90-8
methyl 3,4-di-O-benzyl-2-O-carboxymethyl-6-O-[(methyl 3,4-di-O-benzyl-6-O-phthalimido-α-D-glucopyranosid-2-yloxy)methylcarbonylamino]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride / methanol / 0.25 h / 0 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: hydrazine hydrate / methanol / 2 h / 20 °C / Inert atmosphere

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform; N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1055/s-0030-1260139