1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

Base Information

Chemical Name:1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid
CAS No.:91726-43-1
Molecular Formula:C₁₀H₁₇NO₅
Molecular Weight:231.249
Hs Code.:
European Community (EC) Number:831-244-3,846-072-4

Synonyms:91726-43-1;1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid;3-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester;cis-1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine-2-carboxylic acid;186132-80-9;(2R,3S)-1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid;3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;1-Boc-3-hydroxy-cis-D-proline;MFCD04974546;MFCD08458682;MFCD26406357;SCHEMBL375241;cis-N-Boc-3-hydroxy-L-proline;JLDHXHPQMBNKMC-UHFFFAOYSA-N;trans-N-Boc-3-hydroxy-L-proline;MFCD02682324;MFCD24445501;AKOS022657673;AT19438;PB39738;PB41514;PB41518;PB42568;SY007484;SY020783;SY099323;SY261922;EN300-104067;Z1373371732;1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylicacid;trans-1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine-2-carboxylic acid;1-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;2135745-78-5

Suppliers and Price of 1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of 1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

Chemical Property:

XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:231.11067264
Heavy Atom Count:16
Complexity:296

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)N1CCC(C1C(=O)O)O

Technology Process of 1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

There total 1 articles about 1-[(Tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid 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: 87.0%

: 4298-05-9
cis-3-hydroxy-DL-proline

tert-butyl chloroformate: 24608-52-4
tert-butyl chloroformate

: 87125-48-2,91726-43-1,118492-87-8,335280-19-8
cis-N-(tert-butoxycarbonyl)-3-hydroxy-DL-proline

Guidance literature:: for 6h;
DOI:10.1002/jlac.198319830611

Reference yield: 6.0%

: 100-39-0
benzyl bromide

: 87125-48-2,91726-43-1,118492-87-8,335280-19-8
cis-N-(tert-butoxycarbonyl)-3-hydroxy-DL-proline

: (2R,3S)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

: (2R,3R)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 8h; Ambient temperature;
DOI:10.1002/hlca.19960790816

Reference yield:

: 87125-48-2,91726-43-1,118492-87-8,335280-19-8
cis-N-(tert-butoxycarbonyl)-3-hydroxy-DL-proline

: 567-35-1,567-36-2,4298-05-9,4298-06-0,4298-08-2,14916-76-8,62182-84-7,104069-26-3,118492-86-7,119677-21-3
(2S,3R)-3-hydroxyproline

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / K₂CO₃ / dimethylformamide / 8 h / Ambient temperature

2: 97 percent / pyridine / 6 h / Ambient temperature

3: 90 percent / 48 h / Ambient temperature; Candida cylindraceae lipase, 0.1M sodium phosphate buffer (pH 7)

4: 89 percent / H₂ / 5percent Pd/C / ethyl acetate / 0.5 h / Ambient temperature

5: 73 percent / CF₃COOH / 0.5 h / 0 °C

With pyridine; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790816