N-BOC-D/L-VALINOL

Base Information

• Chemical Name: N-BOC-D/L-VALINOL
• CAS No.: 169556-48-3
• Molecular Formula: C10H21 N O3
• Molecular Weight: 203.282
• Hs Code.: 2924199090
• Mol file: 169556-48-3.mol

Synonyms:Carbamicacid, [1-(hydroxymethyl)-2-methylpropyl]-, 1,1-dimethylethyl ester (9CI);(1-Hydroxymethyl-2-methylpropyl)carbamic acid tert-butyl ester

Chemical Property of N-BOC-D/L-VALINOL

Chemical Property:

• PSA: 62.05000
• LogP: 1.73240
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-DL-valinol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-D/L-VALINOL

There total 10 articles about N-BOC-D/L-VALINOL 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: 86.5%

t-Boc-L-valine (13734-41-3) + 1,1'-carbonyldiimidazole (530-62-1) → rac-tert-butyl (1-hydroxy-3-methylbutan-2-yl)carbamate (169556-48-3)

Guidance literature:

t-Boc-L-valine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; water; for 0.166667h;

With sodium tetrahydroborate; In water; for 12h;

Reference yield: 81.0%

2-tert-Butoxycarbonylamino-3-methyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117049-11-3,145308-96-9) → rac-tert-butyl (1-hydroxy-3-methylbutan-2-yl)carbamate (169556-48-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Heating;

DOI:10.1016/S0040-4039(00)80272-5

Reference yield: 73.0%

valinol (16369-05-4,473-75-6) + di-tert-butyl dicarbonate (24424-99-5) → rac-tert-butyl (1-hydroxy-3-methylbutan-2-yl)carbamate (169556-48-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h; Cooling with ice;

DOI:10.1016/j.ejmech.2016.05.046

upstream raw materials:

2-tert-Butoxycarbonylamino-3-methyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

BOC-glycine

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (tert-butoxycarbonyl)aminoacetate

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl<(tert-butoxycarbonyl)amino>bromoacetate

Downstream raw materials:

2-(S)-[N-(tert-butoxycarbonyl)amino]-3-methylbutanal

2-methyl-2-propanyl (1-amino-3-methyl-2-butanyl)carbamate

C₂₅H₂₉N₃O₆S

C₂₅H₂₇N₃O₆S

Refernces

• 1、 Haghshenas, Pouyan,Gravel, Michel. "Chemo- and Diastereoselective N-Heterocyclic Carbene-Catalyzed Cross-Benzoin Reactions Using N-Boc-α-amino Aldehydes". . p. 4518 - 4521. Retrieved 2016/09/28.
• 2、 Kim, Mira,Jeon, Jiyoung,Song, Jiyeon,Suh, Kwee Hyun,Kim, Young Hoon,Min, Kyung Hoon,Lee, Kwang-Ok. "Synthesis of proline analogues as potent and selective cathepsin S inhibitors". . p. 3140 - 3144. Retrieved 2013/06/26.