L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-

Base Information

Chemical Name:L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-
CAS No.:842127-03-1
Molecular Formula:C₁₃H₁₇NO₄
Molecular Weight:251.282
Hs Code.:
DSSTox Substance ID:DTXSID20464448
Nikkaji Number:J735.347B
Wikidata:Q82289765

Synonyms:L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-;842127-03-1;DTXSID20464448

Suppliers and Price of L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-

Chemical Property:

Boiling Point:456.3±45.0 °C(Predicted)
PSA：78.79000
Density:1.265±0.06 g/cm3(Predicted)
LogP:0.70800
XLogP3:-1.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:251.11575802
Heavy Atom Count:18
Complexity:278

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(NC1C(=O)O)COCC2=CC=CC=C2)O
Isomeric SMILES:C1[C@@H]([C@H](N[C@@H]1C(=O)O)COCC2=CC=CC=C2)O

Technology Process of L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)-

There total 8 articles about L-Proline, 4-hydroxy-5-[(phenylmethoxy)methyl]-, (4S,5R)- 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:

: 184873-70-9
(5S)-5-[(1S)-2-benzyloxy-1-hydroxyethyl]tetrahydrofuran-2-one

: 842127-03-1
(2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / Et₃N / DMAP / CH₂Cl₂ / 4 h / 0 °C

2.1: 89 percent / NaN₃ / dimethylformamide / 24 h / 90 °C

3.1: 88 percent / H₂; Et₃N / 10 percent Pd/C / ethyl acetate / 2 h / 20 °C

4.1: 65 percent / LiHMDS, TMSCl; Et₃N; NBS / tetrahydrofuran / 2 h / -78 °C

5.1: TFA / CH₂Cl₂ / 3 h / 60 °C

6.1: Ba(OH)2 / H₂O / 3 h / pH 9

6.2: HCl; Amberlite-IR-120 / H₂O / 24 h

7.1: NH₄OH / H₂O / 3 h

With barium dihydroxide; ammonium hydroxide; N-Bromosuccinimide; chloro-trimethyl-silane; sodium azide; hydrogen; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; dmap; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.11.101

Reference yield:

: 667870-34-0
(4E)-ethyl-6-benzyloxy hex-4-enoate

: 842127-03-1
(2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

2.1: 92 percent / Et₃N / DMAP / CH₂Cl₂ / 4 h / 0 °C

3.1: 89 percent / NaN₃ / dimethylformamide / 24 h / 90 °C

4.1: 88 percent / H₂; Et₃N / 10 percent Pd/C / ethyl acetate / 2 h / 20 °C

5.1: 65 percent / LiHMDS, TMSCl; Et₃N; NBS / tetrahydrofuran / 2 h / -78 °C

6.1: TFA / CH₂Cl₂ / 3 h / 60 °C

7.1: Ba(OH)2 / H₂O / 3 h / pH 9

7.2: HCl; Amberlite-IR-120 / H₂O / 24 h

8.1: NH₄OH / H₂O / 3 h

With barium dihydroxide; ammonium hydroxide; N-Bromosuccinimide; chloro-trimethyl-silane; sodium azide; methanesulfonamide; AD-mix-β; hydrogen; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; dmap; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetlet.2004.11.101

Reference yield:

: 667870-36-2
(S)-5-((R)-1-Azido-2-benzyloxy-ethyl)-dihydro-furan-2-one

: 842127-03-1
(2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / H₂; Et₃N / 10 percent Pd/C / ethyl acetate / 2 h / 20 °C

2.1: 65 percent / LiHMDS, TMSCl; Et₃N; NBS / tetrahydrofuran / 2 h / -78 °C

3.1: TFA / CH₂Cl₂ / 3 h / 60 °C

4.1: Ba(OH)2 / H₂O / 3 h / pH 9

4.2: HCl; Amberlite-IR-120 / H₂O / 24 h

5.1: NH₄OH / H₂O / 3 h

With barium dihydroxide; ammonium hydroxide; N-Bromosuccinimide; chloro-trimethyl-silane; hydrogen; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2004.11.101