(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

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Chemical Name:(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide
CAS No.:184963-20-0
Molecular Formula:C₂₃H₃₄N₂O₈
Molecular Weight:466.532
Hs Code.:

Synonyms:(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

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Chemical Property of (2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

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Technology Process of (2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

There total 7 articles about (2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide 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: 70.0%

: 188825-35-6
{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-carbamic acid tert-butyl ester

: 184963-20-0
(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 23 ℃; for 2h;
DOI:10.1016/S0968-0896(96)00236-2

Reference yield:

: 70932-44-4
6-azido-1,2,3,4-di-O-isopropylidene-6-deoxy-α-L-galactopyranoside

: 184963-20-0
(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd/C / methanol / 1824 Torr

2: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide, hydroxybenzotriazole / dimethylformamide / -20 - 23 °C

3: 10percent aq. TFA / CH₂Cl₂

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 4064-06-6,27108-09-4,72361-04-7,99166-41-3,110319-61-4,148623-63-6,150199-47-6,70932-37-5
1,2:3,4-di-O-isopropylidene-α-L-galactopyranose

: 184963-20-0
(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / pyridine

2: 91 percent / NaN₃ / dimethylformamide / 115 °C

3: 100 percent / H₂ / Pd/C / methanol / 1824 Torr

4: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide, hydroxybenzotriazole / dimethylformamide / -20 - 23 °C

5: 10percent aq. TFA / CH₂Cl₂

With pyridine; sodium azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;