{(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester
• CAS No.: 113886-45-6
• Molecular Formula: C₃₃H₄₂N₄O₁₁
• Molecular Weight: 670.717

Synonyms:

Chemical Property of {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester

There total 6 articles about {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl 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: 56.0%

Acetic acid (4R,6S,7R,7aS)-7-[(2R,3R,6S)-6-(acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-6-benzyloxycarbonylamino-2,2-dimethyl-4-nitro-hexahydro-benzo[1,3]dioxol-5-yl ester (113886-52-5,113973-82-3,113973-83-4,113974-87-1) → {(3aS,4R,5S,7R,7aR)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (113886-45-6,113973-80-1) + {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (113886-45-6,113973-80-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 5 ℃; for 0.5h;

DOI:10.1248/cpb.35.2136

Reference yield: 56.0%

Acetic acid (4R,6S,7R,7aS)-7-[(2R,3R,6S)-6-(acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-6-benzyloxycarbonylamino-2,2-dimethyl-4-nitro-hexahydro-benzo[1,3]dioxol-5-yl ester (113886-52-5,113973-82-3,113973-83-4,113974-87-1) → {(3aS,4R,5S,7R,7aR)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (113886-45-6,113973-80-1) + {(3aS,4R,5S,7R,7aS)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (113886-45-6,113973-80-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 5 ℃; for 0.5h;

DOI:10.1248/cpb.35.2136

Reference yield:

{(3aS,4R,5S,7R)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-6-hydroxy-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester → {(3aS,4R,5S,7R,7aR)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-2,2-dimethyl-7-nitro-hexahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (113886-45-6,113973-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOAc

2: 14 percent / NaBH₄ / aq. ethanol / 0.5 h / 5 °C

With sodium tetrahydroborate; sodium acetate; In ethanol;

DOI:10.1248/cpb.35.2136

upstream raw materials:

Acetic acid (4R,6S,7R,7aS)-7-[(2R,3R,6S)-6-(acetylamino-methyl)-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy]-6-benzyloxycarbonylamino-2,2-dimethyl-4-nitro-hexahydro-benzo[1,3]dioxol-5-yl ester

[(2R,3R,6S)-6-(Acetylamino-methyl)-2-((1R,2S,4R,6R)-2-benzyloxycarbonylamino-3,5,6-trihydroxy-4-nitro-cyclohexyloxy)-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

Downstream raw materials:

dibecacin

{(1R,2S,3R,4R,5S)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-ethoxycarbonylamino-tetrahydro-pyran-2-yloxy]-5-ethoxycarbonylamino-2,3-dihydroxy-cyclohexyl}-carbamic acid ethyl ester

penta-N-acetyldibekacin

C₅₆H₇₁N₇O₁₉

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