2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)-

Base Information

• Chemical Name: 2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)-
• CAS No.: 104149-15-7
• Molecular Formula: C₇H₁₅BrClN₂O₂P
• Molecular Weight: 305.539
• ChEMBL ID: CHEMBL2448134
• Mol file: 104149-15-7.mol

Synonyms:KM 248;BRN 6768453;104149-15-7;2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)-;CHEMBL2448134;SCHEMBL10783432

Chemical Property of 2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)-

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 303.97430
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(P(=O)(OC1)NCCBr)CCCl
• Isomeric SMILES: C1CN([P@](=O)(OC1)NCCBr)CCCl

Technology Process of 2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)-

There total 3 articles about 2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N-(2-bromoethyl)-3-(2-chloroethyl)-, 2-oxide, (S)- 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: 81.0%

(S)-(-)-2-aziridino-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide (72578-74-6) → (S)-(-)-N-(2-bromoethyl)-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide (104149-15-7,146452-36-0)

Guidance literature:

With hydrogen bromide; In chloroform; for 0.25h; Ambient temperature;

DOI:10.1021/jm00396a036

Reference yield: 80.0%

(R)-(+)-2-aziridino-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide (72578-73-5) → (S)-(-)-N-(2-bromoethyl)-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide (104149-15-7,146452-36-0)

Guidance literature:

Reference yield:

(-)-iphosphamide (84711-20-6) → (S)-(-)-N-(2-bromoethyl)-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide (104149-15-7,146452-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran

2: 81 percent / aq. HBr / CHCl₃ / 0.25 h / Ambient temperature

With hydrogen bromide; sodium hydride; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00396a036

upstream raw materials:

(S)-(-)-2-aziridino-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide

(-)-iphosphamide

(R)-(+)-2-aziridino-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide