3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

Base Information

Chemical Name:3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B
CAS No.:133036-56-3
Molecular Formula:C₅₇H₆₈F₄N₆O₁₉
Molecular Weight:1217.19
Hs Code.:

3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

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Chemical Property of 3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

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Technology Process of 3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

There total 12 articles about 3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B 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:

: 133036-47-2,133099-25-9
1,3,2',3''-tetrakis(N-t-butoxycarbonyl)-3',4'-dideoxy-6'-C-(nitromethyl)kanamycin C

: 133036-56-3
3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

Guidance literature:: Multi-step reaction with 10 steps

1: hydrogen / PtO₂ / methanol; H₂O; acetic acid / 120 h / 2942.03 Torr / Ambient temperature

2: sodium carbonate / dioxane; H₂O / 1 h / Ambient temperature

3: p-toluenesulfonic acid monohydrate / dimethylformamide / 13 h / Ambient temperature

4: pyridine / 1 h / 0 - 5 °C

5: KHF₂ / dimethylformamide / 4 h / 120 °C / sealed tube

6: sodium / liquid ammonia / 0.08 h / -60 - -50 °C

7: trifluoroacetic acid / 0.5 h / Ambient temperature

8: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature

9: 57.5 mg / dimethylformamide / 1 h / Ambient temperature

10: sodium carbonate / dioxane; H₂O / 2 h / Ambient temperature

With pyridine; potassium hydrogen bifluoride; zinc diacetate; hydrogen; sodium; sodium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; platinum(IV) oxide; In 1,4-dioxane; methanol; ammonia; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583

Reference yield:

: 72908-98-6
1,3,2',3''-tetrakis(N-t-butoxycarbonyl)-3',4',6'-trideoxy-4'',6''-O-isopropylidene-6'-oxokanamycin C

: 133036-56-3
3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

Guidance literature:: Multi-step reaction with 11 steps

1: sodium methoxide / methanol / 1 h / Ambient temperature

2: hydrogen / PtO₂ / methanol; H₂O; acetic acid / 120 h / 2942.03 Torr / Ambient temperature

3: sodium carbonate / dioxane; H₂O / 1 h / Ambient temperature

4: p-toluenesulfonic acid monohydrate / dimethylformamide / 13 h / Ambient temperature

5: pyridine / 1 h / 0 - 5 °C

6: KHF₂ / dimethylformamide / 4 h / 120 °C / sealed tube

7: sodium / liquid ammonia / 0.08 h / -60 - -50 °C

8: trifluoroacetic acid / 0.5 h / Ambient temperature

9: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature

10: 57.5 mg / dimethylformamide / 1 h / Ambient temperature

11: sodium carbonate / dioxane; H₂O / 2 h / Ambient temperature

With pyridine; potassium hydrogen bifluoride; zinc diacetate; hydrogen; sodium methylate; sodium; sodium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; platinum(IV) oxide; In 1,4-dioxane; methanol; ammonia; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583

Reference yield:

: 75315-63-8
N-(benzyloxycarbonyl)succinimide

: 133036-56-3
3,2',6'-tris(N-benzyloxycarbonyl)-1-N-<(S)-4-benzyloxycarbonylamino-2-hydroxybutanoyl>-3',4'-dideoxy-6'-C-(fluoromethyl)-3''-N-(trifluoroacetyl)kanamycin B

Guidance literature:: Multi-step reaction with 3 steps

1: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature

2: 57.5 mg / dimethylformamide / 1 h / Ambient temperature

3: sodium carbonate / dioxane; H₂O / 2 h / Ambient temperature

With zinc diacetate; sodium carbonate; In 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583