(13R)-5-O-Demethylavermectin A(sub 1a) hydrate

Base Information

Chemical Name:(13R)-5-O-Demethylavermectin A(sub 1a) hydrate
CAS No.:135681-09-3
Molecular Formula:C₄₈H₇₂O₁₄
Molecular Weight:873.091
Hs Code.:
Mol file:135681-09-3.mol

Synonyms:135681-09-3;13-epi-Avm B1 hydrate;(13R)-5-O-Demethylavermectin A(sub 1a) hydrate;13-epi-Avm B(sub 1) hydrate;Avermectin A(sub 1a), 5-O-demethyl-, (13R)-, hydrate;(1'R,2R,4'S,6R,8'R,10'E,12'R,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-Butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,5-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one;JYKKIIBDKWKXOX-VQNPJSKLSA-N;C48H72O14.H2O;C48-H72-O14.H2-O

Suppliers and Price of (13R)-5-O-Demethylavermectin A(sub 1a) hydrate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 7 raw suppliers

Chemical Property of (13R)-5-O-Demethylavermectin A(sub 1a) hydrate

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Refractive Index:1.571
Boiling Point:943.1 °C at 760 mmHg
PKA:12.42±0.70(Predicted)
Flash Point:268.8 °C
PSA：170.06000
Density:1.24 g/cm³
LogP:5.52150
XLogP3:3.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:8
Exact Mass:872.49220697
Heavy Atom Count:62
Complexity:1740

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(C)C1C(=CCC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)C
Isomeric SMILES:CC[C@H](C)[C@@H]1C(=CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)O)OC)OC)\C)C

Technology Process of (13R)-5-O-Demethylavermectin A(sub 1a) hydrate

There total 28 articles about (13R)-5-O-Demethylavermectin A(sub 1a) hydrate 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:

: 171028-71-0
Avermectin B_1a

: 65195-55-3,106434-14-4,113665-88-6,113665-89-7,131483-64-2,135556-35-3,135556-38-6,135681-09-3,144068-48-4
2,19-Bis-epi-avermectin B₁

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / imidazole / dimethylformamide / 40 h / 45 °C

2: 56 percent / DBU / 22 h / 57 °C

3: 1) oxalyl chloride, DMSO, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 45 min., 2) 25 deg C, 45 min.

4: lithium tri-sec-butylborohydride (L-selectride) / tetrahydrofuran / 0.75 h / -78 °C

5: 71 percent / KOH / methanol; H₂O / 65 h / 25 °C

6: Mukaiyama conditions

7: 57 percent / dimethylformamide / 24 h / 25 °C

8: 1) LDA, 2) pivalic acid / tetrahydrofuran / 0.25 h / -78 °C

9: HF, pyridine / tetrahydrofuran

With pyridine; 1H-imidazole; potassium hydroxide; oxalyl dichloride; hydrogen fluoride; L-Selectride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; Trimethylacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(91)85068-G

Reference yield:

: 81924-42-7,106621-62-9,135556-37-5,143956-74-5,144068-49-5
avermectin B_1a bis(silyl ether)

: 65195-55-3,106434-14-4,113665-88-6,113665-89-7,131483-64-2,135556-35-3,135556-38-6,135681-09-3,144068-48-4
2,19-Bis-epi-avermectin B₁

Guidance literature:: Multi-step reaction with 8 steps

1: 56 percent / DBU / 22 h / 57 °C

2: 1) oxalyl chloride, DMSO, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 45 min., 2) 25 deg C, 45 min.

3: lithium tri-sec-butylborohydride (L-selectride) / tetrahydrofuran / 0.75 h / -78 °C

4: 71 percent / KOH / methanol; H₂O / 65 h / 25 °C

5: Mukaiyama conditions

6: 57 percent / dimethylformamide / 24 h / 25 °C

7: 1) LDA, 2) pivalic acid / tetrahydrofuran / 0.25 h / -78 °C

8: HF, pyridine / tetrahydrofuran

With pyridine; potassium hydroxide; oxalyl dichloride; hydrogen fluoride; L-Selectride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; Trimethylacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(91)85068-G

Reference yield:

: 103024-46-0,135556-36-4
C₆₀H₁₀₀O₁₄Si₂

: 65195-55-3,106434-14-4,113665-88-6,113665-89-7,131483-64-2,135556-35-3,135556-38-6,135681-09-3,144068-48-4
2,19-Bis-epi-avermectin B₁

Guidance literature:: Multi-step reaction with 3 steps

1: 57 percent / dimethylformamide / 24 h / 25 °C

2: 1) LDA, 2) pivalic acid / tetrahydrofuran / 0.25 h / -78 °C

3: HF, pyridine / tetrahydrofuran

With pyridine; hydrogen fluoride; lithium diisopropyl amide; Trimethylacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(91)85068-G