(2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid

Base Information

• Chemical Name: (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid
• CAS No.: 177895-42-0
• Molecular Formula: C₂₅H₃₅N₃O₁₀
• Molecular Weight: 537.567
• Mol file: 177895-42-0.mol

Synonyms:(2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid

Chemical Property of (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid

There total 4 articles about (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid 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:

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde (32786-02-0) → (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid (177895-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / NaBH₃CN / methanol; H₂O / 5 h / 70 °C

2: DCC / dimethylformamide / 0 - 20 °C

3: aq. Na₂CO₃ / 1 h

With sodium cyanoborohydride; sodium carbonate; dicyclohexyl-carbodiimide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1039/P29960000789

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid (177895-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / NaBH₃CN / methanol; H₂O / 5 h / 70 °C

2: DCC / dimethylformamide / 0 - 20 °C

3: aq. Na₂CO₃ / 1 h

With sodium cyanoborohydride; sodium carbonate; dicyclohexyl-carbodiimide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1039/P29960000789

Reference yield:

(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid (173966-40-0) → (2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid (177895-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / dimethylformamide / 0 - 20 °C

2: aq. Na₂CO₃ / 1 h

With sodium carbonate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1039/P29960000789

upstream raw materials:

glycylglycine

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde

L-tyrosine

(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid

Downstream raw materials:

C₄₁H₅₇N₅O₁₂

(S)-2-{(S)-2-[2-(2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid