2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester

Base Information

• Chemical Name: 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester
• CAS No.: 383912-96-7
• Molecular Formula: C₄₈H₆₃N₅O₁₇
• Molecular Weight: 982.052

Synonyms:2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester

Chemical Property of 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester

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Technology Process of 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester

There total 8 articles about 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl 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:

β-D-lactosyl azide (69266-16-6) → 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester (383912-96-7)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 10percent Pd/C / 1-methyl-pyrrolidin-2-one / 4 h / 20 °C

2: 88 percent / 1-methyl-pyrrolidin-2-one / 20 °C

3: 100 percent / piperidine / 1-methyl-pyrrolidin-2-one / 0.67 h / 20 °C

4: 100 percent / 1-methyl-pyrrolidin-2-one / 20 °C

5: 100 percent / piperidine / 1-methyl-pyrrolidin-2-one / 0.67 h / 20 °C

6: 1-methyl-pyrrolidin-2-one / 20 °C

With piperidine; hydrogen; 10percent Pd/C; In 1-methyl-pyrrolidin-2-one;

DOI:10.1021/ol0101988

Reference yield:

(S)-2-Amino-N-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester (383912-92-3) → 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester (383912-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 1-methyl-pyrrolidin-2-one / 20 °C

2: 100 percent / piperidine / 1-methyl-pyrrolidin-2-one / 0.67 h / 20 °C

3: 1-methyl-pyrrolidin-2-one / 20 °C

With piperidine; In 1-methyl-pyrrolidin-2-one;

DOI:10.1021/ol0101988

Reference yield:

N2-(9-fluorenylmethoxycarbonyl)-N5-triphenylmethyl-L-glutaminyl-[N4-(β-D-galactopyranosyl-1,4-glucopyranosyl)]-L-asparagine tert-butyl ester (383912-94-5) → 2-[2-(2-acetylamino-acetylamino)-4-(trityl-carbamoyl)-butyrylamino]-N-[3,4-dihydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester (383912-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / piperidine / 1-methyl-pyrrolidin-2-one / 0.67 h / 20 °C

2: 1-methyl-pyrrolidin-2-one / 20 °C

With piperidine; In 1-methyl-pyrrolidin-2-one;

DOI:10.1021/ol0101988

upstream raw materials:

AcGlyOBt

(S)-2-Amino-N-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-succinamic acid tert-butyl ester

N²-(9-fluorenylmethoxycarbonyl)-N⁵-triphenylmethyl-L-glutaminyl-[N⁴-(β-D-galactopyranosyl-1,4-glucopyranosyl)]-L-asparagine tert-butyl ester

β-D-lactosyl azide

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