Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester
CAS No.:205253-03-8
Molecular Formula:C₂₈H₃₈N₄O₁₂
Molecular Weight:622.629
Hs Code.:

Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

There total 6 articles about Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-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: 33.0%

: 169178-11-4
2,3,4-tri-O-acetyl-β-L-fucopyranosylamine

: 205253-02-7
(S)-2-((R)-2-Benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyric acid

: 205253-03-8
Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jm970734v

Reference yield:

: 16741-27-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

: 205253-03-8
Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / NaN₃ / acetonitrile / 1.5 h / Heating; 1.) reflux, 90 min, 2.) RT, 17 h

2: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 16 h / 760 Torr / Ambient temperature

3: 33 percent / 1-hydroxybenzotriazole, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0 - 20 °C

With sodium azide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jm970734v

Reference yield:

: 95581-07-0
2,3,4-tri-O-acetyl-1-azido-1-deoxy-β-L-fucopyranose

: 205253-03-8
Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(S)-2-((R)-2-benzyloxycarbonylamino-propionylamino)-4-carbamoyl-butyrylamino]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 16 h / 760 Torr / Ambient temperature

2: 33 percent / 1-hydroxybenzotriazole, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm970734v