2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester
CAS No.:729602-88-4
Molecular Formula:C₄₈H₆₅N₃O₂₇
Molecular Weight:1116.05
Hs Code.:

2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

Synonyms:2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

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Chemical Property of 2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

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Technology Process of 2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

There total 9 articles about 2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl 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: 81.0%

: 729602-87-3
C₆₄H₈₃N₃O₂₇Si

: 729602-88-4
2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; at 0 - 20 ℃; for 24h;
DOI:10.1021/ol0493195

Reference yield:

: 74084-36-9
3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester

: 729602-88-4
2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / Et₃N / methanol / 16 h

2.1: 84 percent / (1R)-(-)-camphorsulfonic acid / dimethylformamide / 4 h / 50 °C

3.1: 70 percent / NIS; TfOH / CH₂Cl₂ / 0.5 h / 0 °C

4.1: AcOH / H₂O / 3 h / 80 °C

4.2: 80 percent / pyridine / 16 h

5.1: 95 percent / pyridine / 16 h

6.1: 80 percent / AcOH; Zn / 16 h

7.1: 81 percent / AcOH; TBAF / 24 h / 0 - 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; acetic acid; triethylamine; zinc; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0493195

Reference yield:

: 729602-72-6
Cbz-Ser(2-azido-2-deoxy-α-D-galactopyranoside)-OMe

: 729602-88-4
2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / (1R)-(-)-camphorsulfonic acid / dimethylformamide / 4 h / 50 °C

2.1: 70 percent / NIS; TfOH / CH₂Cl₂ / 0.5 h / 0 °C

3.1: AcOH / H₂O / 3 h / 80 °C

3.2: 80 percent / pyridine / 16 h

4.1: 95 percent / pyridine / 16 h

5.1: 80 percent / AcOH; Zn / 16 h

6.1: 81 percent / AcOH; TBAF / 24 h / 0 - 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; acetic acid; zinc; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0493195