(25R)-5alpha-Spirost-9(11)-en-3beta-ol

Base Information

• Chemical Name: (25R)-5alpha-Spirost-9(11)-en-3beta-ol
• CAS No.: 1106-20-3
• Molecular Formula: C27H42 O3
• Molecular Weight: 414.629
• DSSTox Substance ID: DTXSID40911787
• Wikidata: Q82881982
• Mol file: 1106-20-3.mol

Synonyms:(25R)-5alpha-Spirost-9(11)-en-3beta-ol;1106-20-3;9,11-Didehydrotigogenin;Tigogenin, 9,11-didehydro-;5alpha-Spirost-9(11)-en-3beta-ol, (25R)-;(1S,2S,4S,5'R,6R,7S,8R,9S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-16-ol;Spirost-9(11)-en-3-ol;DTXSID40911787;QCVKYDNFSXDPSW-NGAWEBMDSA-N;(3,5,25R)-3-Hydroxyspirost-9(11)-ene

Chemical Property of (25R)-5alpha-Spirost-9(11)-en-3beta-ol

Chemical Property:

• Vapor Pressure: 2.99E-13mmHg at 25°C
• Boiling Point: 525.8°Cat760mmHg
• Flash Point: 271.8°C
• PSA: 38.69000
• Density: 1.13g/cm³
• LogP: 5.71390
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 414.31339520
• Heavy Atom Count: 30
• Complexity: 746

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(C(C3C(O2)CC4C3(CC=C5C4CCC6C5(CCC(C6)O)C)C)C)OC1
• Isomeric SMILES: C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC=C5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1

Technology Process of (25R)-5alpha-Spirost-9(11)-en-3beta-ol

There total 9 articles about (25R)-5alpha-Spirost-9(11)-en-3beta-ol 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: 95.0%

Δ9(11)22-isoallospirosten-3β-ol-12-one-3-acetate (989-73-1) → Δ9(11)22-isoallospirosten-3β-ol (1106-20-3)

Guidance literature:

Δ⁹⁽¹¹⁾22-isoallospirosten-3β-ol-12-one-3-acetate; With hydrazine hydrate; In ethylene glycol; for 1h; Heating;

With potassium hydroxide; In water; ethylene glycol; at 195 - 197 ℃; for 5h;

DOI:10.1080/00397910500464855

Reference yield:

(25R)-11α-Aminomethyl-C-nor-5α-spirostan-3β-ol → Δ9(11)22-isoallospirosten-3β-ol (1106-20-3)

Guidance literature:

With acetic acid; sodium nitrite;

DOI:10.1021/ja01611a067

Reference yield:

5α-22-isoallospirost-9(11)-en-3β-ol 3-acetate (914-85-2) → Δ9(11)22-isoallospirosten-3β-ol (1106-20-3)

Guidance literature:

With tetrahydrofuran; sodium hydroxide;

DOI:10.1021/ja01109a061

upstream raw materials:

Δ⁹⁽¹¹⁾-22-isoallospirosten-3β-ol-12-one

5α-22-isoallospirost-9(11)-en-3β-ol 3-acetate

Δ⁹⁽¹¹⁾22-isoallospirosten-3β-ol-12-one-3-acetate

hecogenin

Downstream raw materials:

3β-tosyloxy-(25R)-5α-spirost-9(11)-ene

20-oxo-5α-pregna-9(11),16-dien-3β-yl acetate

C₃₄H₄₆ClNO₂

3α-benzamido-(25R)-5α-spirost-9(11)-ene

Refernces

• 1、 Callow,James. "-". . p. 4744,4747. Retrieved 1956.