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

Base Information

Chemical Name: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
CAS No.:220414-49-3
Molecular Formula:C₃₄H₄₈N₂O₁₅
Molecular Weight:724.76
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 70.0%

: 77-76-9
2,2-dimethoxy-propane

: 188641-26-1
N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

: 220414-49-3
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

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 20 ℃; for 24h;
DOI:10.1081/CAR-120003741

Reference yield:

: 17041-36-0,72259-90-6,116949-18-9,67262-86-6
3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin

: 220414-49-3
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

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaOH / 10 h / 0 °C

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

3: 68 percent / recombinant β(1,3)-galactosidase from B. curculans; potassium phosphate buffer / dimethylformamide / 4.5 h / 37 °C / pH 6.0

4: 70 percent / (+/-)-camphorsulfonic acid / acetone / 24 h / 20 °C

With sodium hydroxide; potassium phosphate buffer; recombinant β(1,3)-galactosidase from B. curculans; camphor-10-sulfonic acid; triethylamine; In N,N-dimethyl-formamide; acetone;
DOI:10.1081/CAR-120003741

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 220414-49-3
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

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaOH / 10 h / 0 °C

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

3: 68 percent / recombinant β(1,3)-galactosidase from B. curculans; potassium phosphate buffer / dimethylformamide / 4.5 h / 37 °C / pH 6.0

4: 70 percent / (+/-)-camphorsulfonic acid / acetone / 24 h / 20 °C

With sodium hydroxide; potassium phosphate buffer; recombinant β(1,3)-galactosidase from B. curculans; camphor-10-sulfonic acid; triethylamine; In N,N-dimethyl-formamide; acetone;
DOI:10.1081/CAR-120003741