N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester
• CAS No.: 188641-24-9
• Molecular Formula: C₂₂H₃₀N₂O₁₀
• Molecular Weight: 482.488

Synonyms:N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

Chemical Property of N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

There total 4 articles about N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester 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: 77.0%

allyl bromide (106-95-6) + (S)-3-((2S,3R,4R,5R,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-benzyloxycarbonylamino-propionic acid → N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester (188641-24-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00019-1

Reference yield:

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin (17041-36-0,72259-90-6,116949-18-9,67262-86-6) → N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester (188641-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 10 h / 0 °C

2: 4.83 g / Et₃N / dimethylformamide / 20 h / 20 °C

With sodium hydroxide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1081/CAR-120003741

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester (188641-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: 77 percent / triethylamine / dimethylformamide

With triethylamine; In sodium hydroxide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00019-1

upstream raw materials:

allyl bromide

benzyl chloroformate

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin

Downstream raw materials:

N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

N-(benzyloxycarbonyl)-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

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