Carbamic acid, [(1R)-2-cyano-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [(1R)-2-cyano-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 170367-68-7
• Molecular Formula: C9H16N2O2
• Molecular Weight: 184.238
• Hs Code.: 2926909090
• Mol file: 170367-68-7.mol

Synonyms:tert-butyl (R)-(1-cyanopropan-2-yl)carbamate;tert-butyl (R)-(1-cyanopropan-2-yl) carbamate;

Chemical Property of Carbamic acid, [(1R)-2-cyano-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• PSA: 62.12000
• LogP: 2.20418
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-tert-Butyl(1-Cyanopropan-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (R)-tert-Butyl (1-Cyanopropan-2-yl)carbamate is an intermediate used to synthesize spermidine analogs of 15-deoxyspergualin with immunosuppressive activities. It is also used to prepare pyridin-2-ylmethylaminopiperidin-1-ylbutyl amide CCR5 antagonists as inhibitors of M-tropic (R5) HIV-1 replication.

Technology Process of Carbamic acid, [(1R)-2-cyano-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)

There total 9 articles about Carbamic acid, [(1R)-2-cyano-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) 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: 91.5%

→ (2-cyano-1(R)-methylethyl)carbamic acid, 1,1-dimethylethyl ester (170367-68-7,194156-55-3) + (3-amino-1(R)-methylpropyl)carbamic acid, 1,1-dimethylethyl ester (170367-69-8,177489-90-6)

Guidance literature:

Reference yield: 73.0%

sodium cyanide (143-33-9,25596-52-5) + (2R)-2-[(tert-butoxycarbonyl)amino]propyl methanesulfonate (126301-16-4,149602-63-1,126301-17-5) → (2-cyano-1(R)-methylethyl)carbamic acid, 1,1-dimethylethyl ester (170367-68-7,194156-55-3)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 2h;

Reference yield: 63.0%

sodium cyanide (773837-37-9) + (2R)-2-[(tert-butoxycarbonyl)amino]propyl methanesulfonate (126301-16-4,149602-63-1,126301-17-5) → (2-cyano-1(R)-methylethyl)carbamic acid, 1,1-dimethylethyl ester (170367-68-7,194156-55-3)

Guidance literature:

In dimethyl sulfoxide; at 45 ℃;

DOI:10.1016/j.bmcl.2011.09.133

upstream raw materials:

sodium cyanide

(2R)-2-[(tert-butoxycarbonyl)amino]propyl methanesulfonate

di-tert-butyl dicarbonate

(R)-2-tertbutoxycarbonylamino-1-propanol

Downstream raw materials:

(R)-methyl 3-aminobutanoate hydrochloride

(R)-3-((tert-butoxycarbonyl)amino)butanoic acid

[4-[[3-[[(1,1-dimethylethoxy)carbonyl]amino]butyl](phenylmethyl)amino]butyl]carbamic acid, 11-[[(1,1-dimethylethoxy)carbonyl]amino]-15,15-dimethyl-2,13-dioxo-14-oxa-3,4,12-triaza-11-hexadecen-1-yl ester (R)

[21-[[(1,1-dimethylethoxy)carbonyl]amino]-1,25,25-trimethyl-10,12,23-trioxo-4-(phenylmethyl)-24-oxa-4,9,13,20,22-pentaaza-21-hexacosen-1-yl]carbamic acid, 1,1-dimethylethyl ester (R)

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