allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

Base Information

Chemical Name:allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside
CAS No.:709669-18-1
Molecular Formula:C₂₆H₃₃NO₇
Molecular Weight:471.551
Hs Code.:

Synonyms:allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

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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 allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

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Technology Process of allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

There total 4 articles about allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside 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: 81.0%

: allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-4,6-O-benzylidene-α-D-galactopyranoside

: 709669-18-1
allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

Guidance literature:: With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;
DOI:10.1021/ol049598w

Reference yield:

: 72-87-7,1136-42-1,1136-44-3,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4,6082-29-7
N-acetyl-D-galactosamine

: 709669-18-1
allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / BF₃*Et₂O / 2 h / 70 °C

2: 75 percent / (+/-)-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

3: 66 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 40 °C

4: 81 percent / NaBH₃CN; molecular sieves 4 Angstroem; HCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

With hydrogenchloride; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol049598w

Reference yield:

: 64650-83-5
N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

: 709669-18-1
allyl 2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-6-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / (+/-)-camphorsulfonic acid / dimethylformamide / 12 h / 20 °C

2: 66 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 40 °C

3: 81 percent / NaBH₃CN; molecular sieves 4 Angstroem; HCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

With hydrogenchloride; 4 A molecular sieve; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol049598w