Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester
CAS No.:214473-35-5
Molecular Formula:C₂₄H₃₄N₄O₉
Molecular Weight:522.555
Hs Code.:

Synonyms:Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

There total 9 articles about Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl 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: 100.0%

: 214473-46-8
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-5-acetylamino-6-benzyloxycarbonylamino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-4-yl ester

: 214473-35-5
Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 1h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00011-1

Reference yield:

: 4515-24-6
2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine

: 214473-35-5
Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / CH₂Cl₂ / 0 deg C, 1 h, then room temp., 16 h

2: ammonia / methanol / 6 h / 0 °C

3: pyridine / 0 deg C, 1 h, then room temp., 16 h

4: 75 percent / sodium azide / dimethylformamide / 16 h / 80 °C

5: triphenylphosphine / tetrahydrofuran; H₂O / 3 h / Heating

6: tetrahydrofuran; H₂O / 3 h / Ambient temperature

7: pyridine / CH₂Cl₂ / 6 h / Ambient temperature

8: 100 percent / hydrogen / 10percent Pd/C / ethanol / 1 h / Ambient temperature

With pyridine; sodium azide; ammonia; hydrogen; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00011-1

Reference yield:

: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyl azide

: 214473-35-5
Acetic acid (2R,3R,4R,5R,6R)-4-acetoxy-5-acetylamino-6-amino-2-[(2-tert-butoxycarbonylamino-benzoylamino)-methyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: hydrogen / platinum oxide / ethanol / 5 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0 deg C, 1 h, then room temp., 16 h

3: ammonia / methanol / 6 h / 0 °C

4: pyridine / 0 deg C, 1 h, then room temp., 16 h

5: 75 percent / sodium azide / dimethylformamide / 16 h / 80 °C

6: triphenylphosphine / tetrahydrofuran; H₂O / 3 h / Heating

7: tetrahydrofuran; H₂O / 3 h / Ambient temperature

8: pyridine / CH₂Cl₂ / 6 h / Ambient temperature

9: 100 percent / hydrogen / 10percent Pd/C / ethanol / 1 h / Ambient temperature

With pyridine; sodium azide; ammonia; hydrogen; triphenylphosphine; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00011-1