{(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

Base Information

Chemical Name:{(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid
CAS No.:75466-99-8
Molecular Formula:C₇₀H₇₉N₃O₂₁
Molecular Weight:1298.4
Hs Code.:

{(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

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Chemical Property of {(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

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Technology Process of {(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

There total 24 articles about {(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid 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:

: 96261-29-9
dicarbobenzoxy-δ-hydroxy-L-lysine-lactone

: 75466-99-8
{(2S,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 39 percent / CHCl₃; acetone / column separation

2: 72 percent / dioxane / 20 h / 70 °C

3: 1.) Hg(CN)2; 2.) Ac₂O / 1.) toluene, 2h, 40 deg C; 2.) pyridine, 2h, 20 deg C

4: 64 percent / hydrazine-hydrate, pentane-2,4-dione / pyridine; acetic acid / 0.17 h / 20 °C

5: 2.) p-toluene-sulfonic acid / 1.) nitromethane, 3h, 20 deg C, in the presence of 4 Angstroem molecular sieve; 2.) nitromethane, 18h, 20 deg C, 1x repeated

6: trifluoroacetic acid / 0.5 h

With mercury(II) cyanide; acetic anhydride; toluene-4-sulfonic acid; hydrazine hydrate; acetylacetone; trifluoroacetic acid; In 1,4-dioxane; pyridine; chloroform; acetic acid; acetone;
DOI:10.1016/S0040-4020(01)98942-2

Reference yield:

: 75466-95-4
3,4,6-tri-O-acetyl-2-O-levulinoyl-α-D-galactopyranosyl bromide

: 75466-99-8
{(2S,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Hg(CN)2; 2.) Ac₂O / 1.) toluene, 2h, 40 deg C; 2.) pyridine, 2h, 20 deg C

2: 64 percent / hydrazine-hydrate, pentane-2,4-dione / pyridine; acetic acid / 0.17 h / 20 °C

3: 2.) p-toluene-sulfonic acid / 1.) nitromethane, 3h, 20 deg C, in the presence of 4 Angstroem molecular sieve; 2.) nitromethane, 18h, 20 deg C, 1x repeated

4: trifluoroacetic acid / 0.5 h

With mercury(II) cyanide; acetic anhydride; toluene-4-sulfonic acid; hydrazine hydrate; acetylacetone; trifluoroacetic acid; In pyridine; acetic acid;
DOI:10.1016/S0040-4020(01)98942-2

Reference yield:

: 75466-95-4
3,4,6-tri-O-acetyl-2-O-levulinoyl-α-D-galactopyranosyl bromide

: 75466-99-8
{(2R,5R)-2,6-Bis-benzyloxycarbonylamino-5-[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoylamino}-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Hg(CN)2; 2.) Ac₂O-pyridine / 1.) 2h, 40 deg C; 2.) 2h, 20 deg C

2: hydrazine-hydrate, pentane-2,4-dione / pyridine; acetic acid / 0.17 h / 20 °C

3: 2.) p-toluene-sulfonic acid / 1.) nitromethane, 3h, 20 deg C, in the presence of 4 Angstroem molecular sieve; 2.) nitromethane, 18h, 20 deg C, 1x repeated

4: trifluoroacetic acid / 0.5 h

With pyridine; mercury(II) cyanide; acetic anhydride; toluene-4-sulfonic acid; hydrazine hydrate; acetylacetone; trifluoroacetic acid; In pyridine; acetic acid;
DOI:10.1016/S0040-4020(01)98942-2