methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside
CAS No.:1345334-80-6
Molecular Formula:C₃₅H₃₉NO₁₀
Molecular Weight:633.695
Hs Code.:

Synonyms:methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

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Technology Process of methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

There total 5 articles about methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-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%

: 524-38-9
N-hydroxyphthalimide

: 1345334-79-3
methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-α-D-glucopyranoside

: 1345334-80-6
methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
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

: 1345334-80-6
methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

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

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

With di-isopropyl azodicarboxylate; acetyl chloride; triphenylphosphine; In methanol; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1055/s-0030-1260139

Reference yield:

: 57783-73-0
methyl 3,4-di-O-benzyl-α-D-glucopyranoside

: 1345334-80-6
methyl 3,4-di-O-benzyl-2-O-tert-butoxycarbonylmethyl-6-O-phthtalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / pyridine / 0 - 20 °C / Inert atmosphere

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

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

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

With dmap; di-isopropyl azodicarboxylate; sodium hydride; acetyl chloride; triphenylphosphine; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 4: Mitsunobu reaction;
DOI:10.1055/s-0030-1260139