Hmbop

Base Information

• Chemical Name: Hmbop
• CAS No.: 142785-61-3
• Molecular Formula: C26H42 O4
• Molecular Weight: 418.617
• UNII: LDE7Y78567
• Nikkaji Number: J501.866H
• Mol file: 142785-61-3.mol

Synonyms:20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene-1 alpha,3 beta-diol;20-(3-hydroxy-3-methylbutyloxy)-(2 beta-(3)H)pregna-5,7-diene-1,3-diol;20-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene-1,3-diol;HMBOP

Chemical Property of Hmbop

Chemical Property:

• Vapor Pressure: 7.05E-16mmHg at 25°C
• Boiling Point: 580.2°C at 760 mmHg
• Flash Point: 304.7°C
• PSA: 69.92000
• Density: 1.13g/cm³
• LogP: 4.38330
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 418.30830982
• Heavy Atom Count: 30
• Complexity: 725

Purity/Quality:

99%min ^*data from raw suppliers

(1S,3R,20S)-20-(3-HYDROXY-3-METHYLBUTLOXY) PREGNA-5,7-DIENE-1,3-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC2C1(CCC3C2=CC=C4C3(C(CC(C4)O)O)C)C)OCCC(C)(C)O
• Isomeric SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)C)OCCC(C)(C)O

Technology Process of Hmbop

There total 19 articles about Hmbop 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: 85.0%

1α,3β-bis(tert-butyldimethylsilyloxy)-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene (103909-78-0) → 1α,3β-dihydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene (142785-61-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 18h; Heating;

DOI:10.1248/cpb.40.1494

Reference yield: 68.0%

C34H47N3O6 → 1α,3β-dihydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene (142785-61-3)

Guidance literature:

In various solvent(s); at 140 ℃; for 1.5h;

DOI:10.1021/jo00044a045

Reference yield: 35.0%

1α,2α-epoxy-3β-hydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene (142867-57-0) → 1α,3β-dihydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene (142785-61-3)

Guidance literature:

With sodium tetrahydroborate; In diethylene glycol dimethyl ether; at 80 ℃; for 15h;

DOI:10.1016/0039-128X(92)90098-T

upstream raw materials:

1α,2α-epoxy-3β-hydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene

1α,3β-bis(tert-butyldimethylsilyloxy)-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene

1α,3β-bis(tertbutyldimethylsilyloxy)-20α-(3-oxobutyloxy)-5,7-pregnadiene

1α,3β-bis(tert-butyldimethylsilyloxy)-20(S)-(2-ethyloxycarbonylethyloxy)pregna-5,7-diene

Downstream raw materials:

(6Z)-(1S,3R,20S)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5⁽¹⁰⁾,6,8-triene-1,3-diol

(5Z,7E)-(1S,3R)-1,25-dihydroxy-22-oxa-9,10-secocholesta-5,7,10⁽¹⁹⁾-trien-3-yl (2',2',2'-trichloroethylglutarate)

(5Z,7E)-(1S,3R)-1,25-dihydroxy-22-oxa-9,10-secocholesta-5,7,10⁽¹⁹⁾-trien-3-yl hemiglutarate

maxacalcitol

Refernces

• 1、 Watanabe, Hiroyoshi,Kawanishi, Takehiko,Miyamoto, Katsuhito,Kubodera, Noboru,Sasahara, Kazuo,Ochi, Kiyoshige. "Novel procedure for the preparation of 1α,3β-dihydroxy-2 β-tritiated steroidal compounds". . p. 444 - 446. Retrieved 1992.
• 2、 Watanabe,Akiyama,Kawanishi,Kubodera. "Synthesis of tritiated 1α,25-dihydroxy-22-oxavitamin D3". . p. 645 - 654. Retrieved 2007/10/02.