Carbamic acid, [(1S,2S)-2,3-dihydroxy-1-methylpropyl]-, 1,1-dimethylethyl

Base Information

• Chemical Name: Carbamic acid, [(1S,2S)-2,3-dihydroxy-1-methylpropyl]-, 1,1-dimethylethyl
• CAS No.: 154079-54-6
• Molecular Formula: C9H19 N O4
• Molecular Weight: 205.254
• Mol file: 154079-54-6.mol

Synonyms:Carbamicacid, (2,3-dihydroxy-1-methylpropyl)-, 1,1-dimethylethyl ester, [S-(R*,R*)]-

Chemical Property of Carbamic acid, [(1S,2S)-2,3-dihydroxy-1-methylpropyl]-, 1,1-dimethylethyl

Chemical Property:

• PSA: 78.79000
• LogP: 0.64370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1S,2S)-2,3-dihydroxy-1-methylpropyl]-, 1,1-dimethylethyl

There total 4 articles about Carbamic acid, [(1S,2S)-2,3-dihydroxy-1-methylpropyl]-, 1,1-dimethylethyl 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: 96.0%

(S)-N-tert-butoxycarbonyl-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanamine (172097-65-3) → (2S,3S)-3-tert-butoxycarbonylamino-1,2-butanediol (154079-54-6,174290-53-0,215171-11-2,203933-47-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 4h; Heating;

DOI:10.1016/S0040-4020(98)00741-8

Reference yield: 85.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,3S)-3-benzhydrylamino-1,2-butanediol → (2S,3S)-3-tert-butoxycarbonylamino-1,2-butanediol (154079-54-6,174290-53-0,215171-11-2,203933-47-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate;

DOI:10.1016/S0040-4039(00)61565-4 DOI:10.1016/0040-4039(95)00415-9

Reference yield: 71.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,3S)-3-amino-1,2-butanediol (154171-00-3) → (2S,3S)-3-tert-butoxycarbonylamino-1,2-butanediol (154079-54-6,174290-53-0,215171-11-2,203933-47-5)

Guidance literature:

With sodium carbonate; In methanol;

DOI:10.1016/S0040-4039(00)61565-4

upstream raw materials:

di-tert-butyl dicarbonate

(2S,3S)-3-amino-1,2-butanediol

(S)-N-tert-butoxycarbonyl-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanamine

Downstream raw materials:

(S)-1-<(S)-1-(tert-butoxycarbonylamino)ethyl>oxirane

(S)-methyl 3-(tert-butyloxycarbonylamino)butyrate

tert-butyl N-[(2S)-4-hydroxybutan-2-yl]carbamate

(-)-tert-butyl [(1S)-1-methylprop-2-en-1-yl]carbamate

Refernces

• 1、 Merino, Pedro,Castillo, Elena,Franco, Santiago,Merchan, Francisco L.,Tejero, Tomas. "Nucleophilic additions of Grignard reagents to N-benzyl-2,3-O- isopropylidene-D-glyceraldehyde nitrone (BIGN). Synthesis of (2S,3R) and (2S,3S)-3-phenylisoserine". . p. 12301 - 12322. Retrieved 2007/10/03.
• 2、 Pasto, Mireia,Moyano, Albert,Pericas, Miquel A.,Riera, Antoni. "An enantioselective, stereodivergent approach to anti- and syn-α-hydroxy-β-amino acids from anti-3-amino-1,2-diols. Synthesis of the ready for coupling Taxotere side chain". . p. 243 - 262. Retrieved 2007/10/03.