3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

Base Information

• Chemical Name: 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester
• CAS No.: 107222-87-7
• Molecular Formula: C₂₆H₃₁NO₉
• Molecular Weight: 501.533

Synonyms:3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

Chemical Property of 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

Chemical Property:

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Technology Process of 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

There total 1 articles about 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-Benzyloxycarbonylamino-3-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-hydroxy-propionic acid (107222-85-5,107222-86-6) → 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-D-glycero-α-D-gluco-heptofuranuronsaeure-methylester (107222-88-8) + 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester (107222-87-7)

Guidance literature:

In methanol; diethyl ether; Yield given. Yields of byproduct given;

Reference yield: 97.0%

acetic anhydride (108-24-7) + 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester (107222-87-7) → 5-O-Acetyl-3-O-benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester (107223-01-8)

Guidance literature:

With pyridine; for 16h;

Reference yield: 88.0%

acetic anhydride (108-24-7) + 3-O-Benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester (107222-87-7) → 6-Acetamido-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester (107222-89-9)

Guidance literature:

With hydrogen; nickel; In methanol; for 4h;

upstream raw materials:

diazomethane

2-Benzyloxycarbonylamino-3-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-hydroxy-propionic acid

Downstream raw materials:

5-O-Acetyl-3-O-benzyl-6-(benzyloxycarbonylamino)-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

6-Acetamido-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranuronsaeure-methylester

5-O-Acetyl-3-O-benzyl-6-(benzyloxycarbonylamino)-6-desoxy-L-glycero-α,β-L-ido-heptofuranuronsaeure-methylester

6-Acetamido-3-O-benzyl-6-desoxy-1,2-O-isopropyliden-L-glycero-β-L-ido-heptofuranose

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