2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide

Base Information

• Chemical Name: 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide
• CAS No.: 58028-72-1
• Molecular Formula: C₁₅H₂₃Cl₂N₂O₂P
• Molecular Weight: 365.24

Synonyms:2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide

Chemical Property of 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide

Chemical Property:

Purity/Quality:

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Technology Process of 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide

There total 2 articles about 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide 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: 86.0%

2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide (73834-60-3) → 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide (58028-72-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; In dichloromethane; 1.) ice bath, 2.) reflux, 30 min;

DOI:10.1021/jo00149a019

Reference yield:

2(S)-chloro-3-<(S)-α-methylbenzyl>-1,3,2-oxazaphophorinane 2-oxide (113531-09-2) → 2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide (58028-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / triethylamine / acetonitrile / 3 h / Heating

2: 86 percent / thionyl chloride, HMPT / CH₂Cl₂ / 1.) ice bath, 2.) reflux, 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jo00149a019

Reference yield: 65.0%

2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide (58028-72-1) → (R)-cyclophosphamide (60030-72-0)

Guidance literature:

Stec method;

DOI:10.1021/jo00149a019

upstream raw materials:

2(S)--3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 2-oxide

2(S)-chloro-3-<(S)-α-methylbenzyl>-1,3,2-oxazaphophorinane 2-oxide

Downstream raw materials:

(R)-cyclophosphamide

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