Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

Base Information

Chemical Name:Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide
CAS No.:130252-87-8
Molecular Formula:C₂₃H₂₅NO₄
Molecular Weight:379.456
Hs Code.:

Synonyms:Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

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Chemical Property of Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

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Technology Process of Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

There total 5 articles about Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide 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: 68.0%

: 130252-86-7
Naphthalene-1-carboxylic acid (R)-2-benzyloxy-1-((S)-2-methyl-oxiranyl)-ethyl ester

: (2S,3R)-1-Amino-4-benzyloxy-2-methyl-butane-2,3-diol

: 130252-87-8
Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)94668-9

Reference yield:

: 14593-43-2
benzyl allyl ether

: 130252-87-8
Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 1) O₃ 2) DMS / 1) CH₂Cl₂, -78 deg C

2: tetrahydrofuran / -20 °C

3: (-)-DIPT, Ti(OPr)4, TBHP / CH₂Cl₂ / -20 °C

4: 90 percent / DCC, DMAP / CH₂Cl₂

5: 68 percent / 10percent NH₄OH / tetrahydrofuran / 24 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; ammonium hydroxide; 2,3-dimercapto-succinic acid; D-(-)-diisopropyl tartrate; ozone; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)94668-9

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 130252-87-8
Naphthalene-1-carboxylic acid ((2S,3R)-4-benzyloxy-2,3-dihydroxy-2-methyl-butyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / -20 °C

2: (-)-DIPT, Ti(OPr)4, TBHP / CH₂Cl₂ / -20 °C

3: 90 percent / DCC, DMAP / CH₂Cl₂

4: 68 percent / 10percent NH₄OH / tetrahydrofuran / 24 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; ammonium hydroxide; D-(-)-diisopropyl tartrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)94668-9