{Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid

Base Information

• Chemical Name: {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid
• CAS No.: 191613-43-1
• Molecular Formula: C₂₆H₃₄N₂O₁₃
• Molecular Weight: 582.562
• Mol file: 191613-43-1.mol

Synonyms:{Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid

Chemical Property of {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid

There total 5 articles about {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-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:

N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide (64650-83-5) → {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid (191613-43-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / pyridine

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -76 deg C, 10 min

3: NaBH₃CN / tetrahydrofuran / Ambient temperature

4: 97 percent / CH₂Cl₂ / 25 °C

5: hydrogen / 10percent Pd-C / methanol; acetic acid

6: 77 percent / DIPEA / CH₂Cl₂ / 1.5 h / 0 °C

7: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dimethylsulfide; hydrogen; sodium cyanoborohydride; ozone; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(97)00703-X

Reference yield:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-benzylamino-ethoxy)-tetrahydro-pyran-4-yl ester (191613-39-5) → {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid (191613-43-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / CH₂Cl₂ / 25 °C

2: hydrogen / 10percent Pd-C / methanol; acetic acid

3: 77 percent / DIPEA / CH₂Cl₂ / 1.5 h / 0 °C

4: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(97)00703-X

Reference yield:

{Benzyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid tert-butyl ester (191613-40-8) → {Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid (191613-43-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10percent Pd-C / methanol; acetic acid

2: 77 percent / DIPEA / CH₂Cl₂ / 1.5 h / 0 °C

3: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(97)00703-X

upstream raw materials:

{Benzyloxycarbonyl-[2-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethyl]-amino}-acetic acid tert-butyl ester

N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-benzylamino-ethoxy)-tetrahydro-pyran-4-yl ester

[2-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethylamino]-acetic acid tert-butyl ester

Downstream raw materials:

C₄₈H₆₈N₄O₂₃

C₄₄H₆₀N₄O₂₃