Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat

Base Information

• Chemical Name: Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat
• CAS No.: 95672-35-8
• Molecular Formula: C₂₀H₂₅NO₇
• Molecular Weight: 391.421

Synonyms:Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat

Chemical Property of Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat

Chemical Property:

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Technology Process of Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat

There total 1 articles about Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat 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:

Ethyl isocyanoacetate (2999-46-4) + 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-L-glycero-α-D-glucoheptofuranuronat (95672-73-4) + Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat (95672-35-8)

Guidance literature:

With sodium cyanide; Yield given. Multistep reaction. Yields of byproduct given; 1.) ethanol, 15 min; 2.) ethanol, 10 min;

DOI:10.1002/jlac.198519850113

Reference yield: 89.0%

Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat (95672-35-8) + triethylamine (121-44-8) → Triethylammonium-(3-O-benzyl-6-desoxy-6-formamido-1,2-O-isopropyliden-D-glycero-β-L-ido-heptofuranuronat) (95580-49-7)

Guidance literature:

In ethanol; water; for 36h;

DOI:10.1002/jlac.198519850113

Reference yield: 80.0%

Ethyl-6-amino-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-5-O,6-N-methylidyn-D-glycero-β-L-idoheptofuranuronat (95672-35-8) → Ethyl-3-O-benzyl-6-desoxy-6-formamido-1,2-O-isopropyliden-D-glycero-β-L-ido-heptofuranuronat (95580-47-5)

Guidance literature:

With water; at 80 ℃; for 3h;

DOI:10.1002/jlac.198519850113

upstream raw materials:

Ethyl isocyanoacetate

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

Downstream raw materials:

Ethyl-3-O-benzyl-6-desoxy-6-formamido-1,2-O-isopropyliden-D-glycero-β-L-ido-heptofuranuronat

Triethylammonium-(3-O-benzyl-6-desoxy-6-formamido-1,2-O-isopropyliden-D-glycero-β-L-ido-heptofuranuronat)

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