4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

Base Information

Chemical Name:4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester
CAS No.:182265-22-1
Molecular Formula:C₅₆H₆₆N₂O₁₁
Molecular Weight:943.147
Hs Code.:

4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

Synonyms:4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

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Chemical Property of 4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

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Technology Process of 4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

There total 9 articles about 4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl 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: 55.0%

: 54322-10-0
glutaric acid monobenzyl ester

: (2S,3S)-2-Amino-4-benzyloxy-3-hydroxy-N-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl]-butyramide

: 182265-22-1
4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; 1.) 0 deg C, 20 min, 2.) 0 deg C to RT, 9 h;
DOI:10.1021/ja952265x

Reference yield:

: 108-55-4
glutaric anhydride,

: 182265-22-1
4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 50 °C

2: 55 percent / HOBt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) 0 deg C to RT, 9 h

With pyridine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/ja952265x

Reference yield:

: 110716-78-4
(1R,2R)-trans-2-azidocyclohexanol

: 182265-22-1
4-{(1S,2S)-3-Benzyloxy-2-hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-propylcarbamoyl}-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 4A molecular sieves, TfOH / CH₂Cl₂ / 1 h / -15 °C

2: 97 percent / water / benzene / 15 h / Heating

3: 65 percent / HOBt, EDC / CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) 0 deg C to RT, 6 h

4: 79 percent / diethylamine / CH₂Cl₂ / 7 h / Ambient temperature

5: 55 percent / HOBt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) 0 deg C to RT, 9 h

With trifluorormethanesulfonic acid; 4 A molecular sieve; water; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; In dichloromethane; benzene;
DOI:10.1021/ja952265x