{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

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 tert-butyl ester
CAS No.:191613-42-0
Molecular Formula:C₃₀H₄₂N₂O₁₃
Molecular Weight:638.669
Hs Code.:

{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

Synonyms:{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

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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 tert-butyl ester

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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 tert-butyl ester

There total 4 articles about {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 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: 77.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 191613-41-9
[2-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethylamino]-acetic acid tert-butyl ester

: 191613-42-0
{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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1016/S0040-4039(97)00703-X

Reference yield:

: 64650-83-5
N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

: 191613-42-0
{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

Guidance literature:: Multi-step reaction with 6 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

With pyridine; dimethylsulfide; hydrogen; sodium cyanoborohydride; ozone; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1016/S0040-4039(97)00703-X

Reference yield:

: 191613-39-5
Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-benzylamino-ethoxy)-tetrahydro-pyran-4-yl ester

: 191613-42-0
{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

Guidance literature:: Multi-step reaction with 3 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

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1016/S0040-4039(97)00703-X