4H-1,4-Benzoxazine-4-carboxylic acid, 2,3-dihydro-7-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-3-methyl-, phenylmethyl ester, (3S)-

Base Information

• Chemical Name: 4H-1,4-Benzoxazine-4-carboxylic acid, 2,3-dihydro-7-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-3-methyl-, phenylmethyl ester, (3S)-
• CAS No.: 649569-68-6
• Molecular Formula: C₂₁H₂₂N₂O₆
• Molecular Weight: 398.415
• Mol file: 649569-68-6.mol

Synonyms:

Chemical Property of 4H-1,4-Benzoxazine-4-carboxylic acid, 2,3-dihydro-7-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-3-methyl-, phenylmethyl ester, (3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4H-1,4-Benzoxazine-4-carboxylic acid, 2,3-dihydro-7-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-3-methyl-, phenylmethyl ester, (3S)-

There total 6 articles about 4H-1,4-Benzoxazine-4-carboxylic acid, 2,3-dihydro-7-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-3-methyl-, phenylmethyl ester, (3S)- 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:

3-methyl-3,4-dihydro-2H-benz[1,4]oxazin-7-ylamine → benzyl (3S)-7-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-3-methyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxylate (649569-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / acetone

2: n-BuLi / tetrahydrofuran

With n-butyllithium; sodium hydrogencarbonate; In tetrahydrofuran; acetone;

DOI:10.1016/j.bmcl.2003.07.029

Reference yield:

2-[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-hydroxyphenyl]-1H-isoindole-1,3(2H)-dione (171368-34-6) → benzyl (3S)-7-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-3-methyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxylate (649569-68-6)

Guidance literature:

Multi-step reaction with 5 steps

1: KI; K₂CO₃ / Heating

2: NH₂NH₂*H₂O / tetrahydrofuran / Heating

3: NaBH₄ / methanol

4: NaHCO₃ / acetone

5: n-BuLi / tetrahydrofuran

With sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; potassium iodide; In tetrahydrofuran; methanol; acetone;

DOI:10.1016/j.bmcl.2003.07.029

Reference yield:

3-methyl-2H-benzo[1,4]oxazin-7-ylamine (649569-62-0) → benzyl (3S)-7-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-3-methyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxylate (649569-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / methanol

2: NaHCO₃ / acetone

3: n-BuLi / tetrahydrofuran

With sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; In tetrahydrofuran; methanol; acetone;

DOI:10.1016/j.bmcl.2003.07.029

upstream raw materials:

(R)-glycidyl butyrate

benzyl 7-{[(benzyloxy)carbonyl]amino}-3-methyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxylate

2-[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-hydroxyphenyl]-1H-isoindole-1,3(2H)-dione

3-methyl-2H-benzo[1,4]oxazin-7-ylamine