(4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane
CAS No.:141550-15-4
Molecular Formula:C₁₆H₂₈BClO₂
Molecular Weight:298.661
Hs Code.:
DSSTox Substance ID:DTXSID801161461
Nikkaji Number:J1.497.498I

Synonyms:DTXSID801161461;(4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane;(4R,5R)-2-[(1S)-1-chloroethyl]-4,5-dicyclohexyl-1,3,2-dioxaborolane;141550-15-4

Suppliers and Price of (4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane

Supply Marketing:

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

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of (4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:298.1870880
Heavy Atom Count:20
Complexity:277

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:B1(OC(C(O1)C2CCCCC2)C3CCCCC3)C(C)Cl
Isomeric SMILES:B1(O[C@@H]([C@H](O1)C2CCCCC2)C3CCCCC3)[C@@H](C)Cl

Technology Process of (4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane

There total 7 articles about (4R)-2-[(S)-1-Chloroethyl]-4alpha,5beta-dicyclohexyl-1,3,2-dioxaborolane 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: 87.0%

: 75-09-2
dichloromethane

: 152428-82-5
(4R,5R)-4,5-dicyclohexyl-2-methyl-1,3,2-dioxaborolane

: 141550-15-4
(R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate

Guidance literature:: dichloromethane; (4R,5R)-4,5-dicyclohexyl-2-methyl-1,3,2-dioxaborolane; With n-butyllithium; In tetrahydrofuran; at -100 ℃; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol1007444

Reference yield:

: 505094-28-0
(4R,5R)-2-Methyl-4,5-diphenyl-[1,3,2]dioxaborolane

: 141550-15-4
(R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / RhCl₃*xH₂O; Al / methanol / 100 h / 55 °C / 4654.46 Torr

2: n-BuLi; ZnCl₂ / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; hydrogen; zinc(II) chloride; rhodium(III) chloride; aluminium; In tetrahydrofuran; methanol;
DOI:10.1021/ja0298794

Reference yield:

: 52340-78-0
(R,R)-hydroxybenzoin

: 141550-15-4
(R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate

Guidance literature:: Multi-step reaction with 3 steps

1: 94.6 percent / diethyl ether / 20 °C

2: 100 percent / H₂ / RhCl₃*xH₂O; Al / methanol / 100 h / 55 °C / 4654.46 Torr

3: n-BuLi; ZnCl₂ / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; hydrogen; zinc(II) chloride; rhodium(III) chloride; aluminium; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/ja0298794