3-hydroxy-N-[3-[8-[(E)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-4-[[2-[6-[(E)-2-hydroxypent-3-enyl]-4-methyloxan-2-yl]acetyl]amino]-2-methylbutanamide

Base Information

• Chemical Name: 3-hydroxy-N-[3-[8-[(E)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-4-[[2-[6-[(E)-2-hydroxypent-3-enyl]-4-methyloxan-2-yl]acetyl]amino]-2-methylbutanamide
• CAS No.: 155660-91-6
• Molecular Formula: C₄₀H₇₀N₂O₈
• Molecular Weight: 707.004

Synonyms:bistramide D

Chemical Property of 3-hydroxy-N-[3-[8-[(E)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-4-[[2-[6-[(E)-2-hydroxypent-3-enyl]-4-methyloxan-2-yl]acetyl]amino]-2-methylbutanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 872.5°Cat760mmHg
• PKA: 13.79±0.20(Predicted)
• Flash Point: 481.5°C
• PSA: 153.56000
• Density: 1.11g/cm³
• LogP: 7.40140
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 18
• Exact Mass: 706.51321720
• Heavy Atom Count: 50
• Complexity: 1100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(CC1CC(CC(O1)CC(=O)NCC(C(C)C(=O)NCCCC2C(CCC3(O2)CCCC(O3)CCC(C)C=C(C)C(C)O)C)O)C)O
• Isomeric SMILES: C/C=C/C(CC1CC(CC(O1)CC(=O)NCC(C(C)C(=O)NCCCC2C(CCC3(O2)CCCC(O3)CCC(C)/C=C(\C)/C(C)O)C)O)C)O

Technology Process of 3-hydroxy-N-[3-[8-[(E)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-4-[[2-[6-[(E)-2-hydroxypent-3-enyl]-4-methyloxan-2-yl]acetyl]amino]-2-methylbutanamide

There total 6 articles about 3-hydroxy-N-[3-[8-[(E)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-4-[[2-[6-[(E)-2-hydroxypent-3-enyl]-4-methyloxan-2-yl]acetyl]amino]-2-methylbutanamide 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: 80.9%

C44H74N2O10 (313051-66-0) → bistramide D (155660-91-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 16h;

DOI:10.1039/b603767d

Reference yield: 80.0%

Acetic acid (E)-6-{(2R,6R,8S,9R)-8-[3-(4-{2-[(2S,3S,6R)-6-((E)-(R)-2-acetoxy-pent-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-acetylamino}-3-hydroxy-2-methyl-butyrylamino)-propyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-1,2,4-trimethyl-hex-2-enyl ester → bistramide D (155660-91-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)01323-X

Reference yield: 70.9%

bistramide A (115566-02-4) → bistramide D (155660-91-6)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1039/b603767d

upstream raw materials:

bistramide A

bistramide A

C₄₄H₇₄N₂O₁₀

C₄₄H₇₂N₂O₁₀

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