Carbamic acid, [(1S)-1-[(1S)-1,2-dihydroxyethyl]butyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-1-[(1S)-1,2-dihydroxyethyl]butyl]-, 1,1-dimethylethyl ester
• CAS No.: 220515-19-5
• Molecular Formula: C11H23NO4
• Molecular Weight: 233.308
• Mol file: 220515-19-5.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-1-[(1S)-1,2-dihydroxyethyl]butyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1S)-1-[(1S)-1,2-dihydroxyethyl]butyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S)-1-[(1S)-1,2-dihydroxyethyl]butyl]-, 1,1-dimethylethyl ester 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:

(2R,3R)-2,3-epoxy-1-hexanol (92418-71-8) → tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate (220515-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / TMSN₃, Ti(OiPr)4 / benzene / 3 h / Heating

2: 82 percent / H₂ / Pd/C / methanol

With titanium(IV) isopropylate; trimethylsilylazide; hydrogen; palladium on activated charcoal; In methanol; benzene;

DOI:10.1016/S0960-894X(98)00641-6

Reference yield: 65.0%

tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate (220515-19-5) → L-Norvaline (6600-40-4,498-18-0)

Guidance literature:

tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate; With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 2h;

With hydrogenchloride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1002/1099-0690(200211)2002:22<3763::AID-EJOC3763>3.0.CO;2-K

Reference yield:

tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate (220515-19-5) → methyl L-norvalinate hydrochloride (56558-30-6,619330-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaIO₄; RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 2 h

1.2: 65 percent / 3N HCl / tetrahydrofuran / 12 h / Heating

2.1: SOCl₂ / 60 h / Heating

With ruthenium trichloride; sodium periodate; thionyl chloride; In tetrachloromethane; water; acetonitrile;

DOI:10.1002/1099-0690(200211)2002:22<3763::AID-EJOC3763>3.0.CO;2-K

upstream raw materials:

(2R,3R)-2,3-epoxy-1-hexanol

Downstream raw materials:

L-Norvaline

methyl L-norvalinate hydrochloride

Refernces