4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

Base Information

• Chemical Name: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine
• CAS No.: 135968-96-6
• Molecular Formula: C₃₄H₅₁NO₉
• Molecular Weight: 617.78

Synonyms:4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

Chemical Property of 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

Chemical Property:

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Technology Process of 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

There total 3 articles about 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine 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: 86.0%

4-methyl-benzaldehyde (104-87-0) + tetra-O-pivaloyl-β-D-galactopyranosylamine (108342-87-6) → 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (135968-96-6)

Guidance literature:

With acetic acid;

Reference yield:

2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl azide (108342-86-5) → 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (135968-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂

2: glacial acetic acid / propan-2-ol

With hydrogen; acetic acid; In isopropyl alcohol;

Reference yield:

1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose (108342-85-4,118711-42-5,220017-47-0) → 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (135968-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / trimethylsilyl azide, SnCl₄ / CH₂Cl₂ / 5 h

2: 87 percent / H₂ / Raney nickel / methanol / 3 h / 760 Torr

3: 86 percent / HOAc

With trimethylsilylazide; hydrogen; tin(IV) chloride; acetic acid; nickel; In methanol; dichloromethane;

upstream raw materials:

4-methyl-benzaldehyde

tetra-O-pivaloyl-β-D-galactopyranosylamine

2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl azide

1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose

Downstream raw materials:

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[((R)-cyano-p-tolyl-methyl)-amino]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[((S)-cyano-p-tolyl-methyl)-amino]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

C₄₂H₆₂NO₁₁P

(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(p-methylphenyl)-pent-2-enal

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