(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Base Information

Chemical Name:(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester
CAS No.:174713-22-5
Molecular Formula:C₅₆H₆₆N₂O₁₃
Molecular Weight:975.146
Hs Code.:

(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

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Chemical Property of (2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

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Technology Process of (2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

There total 8 articles about (2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl 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:

: 54322-10-0
glutaric acid monobenzyl ester

: (2S,3R)-2-((2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-butyrylamino)-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

: 174713-22-5
(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 20h; Yield given;

Reference yield:

: 21768-33-2
(2S,3R)-2-amino-4-(benzyloxy)-3-hydroxybutanoic acid

: 174713-22-5
(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent

2: HOBt, EDCI / CH₂Cl₂ / 30 h / 0 °C

3: 30percent TFA / CH₂Cl₂ / 0.5 h / 25 °C

4: HOBt, EDCI / CH₂Cl₂ / 20 h / 25 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

Reference yield:

: 128473-01-8
dibenzyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl phosphate

: 174713-22-5
(2S,3R)-2-[(2S,3R)-4-Benzyloxy-2-(4-benzyloxycarbonyl-butyrylamino)-3-hydroxy-butyrylamino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / TfOH / CH₂Cl₂ / 1 h / -15 °C

2: 30percent TFA / CH₂Cl₂ / 0.5 h / 25 °C

3: HOBt, EDCI / CH₂Cl₂ / 30 h / 0 °C

4: 30percent TFA / CH₂Cl₂ / 0.5 h / 25 °C

5: HOBt, EDCI / CH₂Cl₂ / 20 h / 25 °C

With trifluorormethanesulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;