N-Boc-cis-4-Hydroxy-L-proline

Product Name: N-Boc-cis-4-Hydroxy-L-proline
CAS No.: 87691-27-8
Chemical Name: N-Boc-cis-4-Hydroxy-L-proline
Synonyms: BOC-CISHYP-OH;cis-boc-Hyp-OH;N-Boc-cis-Hyp-OH;CIS-BOC-L-HYP-OH;cis-N-Boc-4-hydroxy-L;BOC-CIS-4-HYDROXY-L-PROLINE;cis-N-Boc-4-hydroxy-L-proline;N-BOC-CIS-4-HYDROXY-L-PROLINE;N-T-BOC-CIS-4-HYDROXY-L-PROLINE;(Tert-Butoxy)Carbonyl cis-Hyp-OH
CBNumber: CB4349358
Molecular Formula: C10H17NO5
Formula Weight: 231.25
MOL File: 87691-27-8.mol

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N-Boc-cis-4-Hydroxy-L-proline Property

Melting point:: 146 °C (D) (lit.)
alpha: -50 º (c=0.67, MeOH)
Boiling point:: 390.9±42.0 °C(Predicted)
Density: 1.312±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Powder or Crystalline Powder
pka: 3.80±0.40(Predicted)
color: White to off-white
optical activity: [α]20/D -50.0±3°, c = 0.67 in methanol
InChI: InChI=1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m0/s1
InChIKey: BENKAPCDIOILGV-BQBZGAKWSA-N
SMILES: N1(C(OC(C)(C)C)=O)C[C@@H](O)C[C@H]1C(O)=O
CAS DataBase Reference: 87691-27-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,N
Risk Statements: 36/37/38-50
Safety Statements: 26-36/37-60-61
RIDADR: UN 3077 9 / PGIII
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 654019
Product name: N-Boc-cis-4-hydroxy-L-proline
Purity: 97%
Packaging: 1g
Price: $96.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 654019
Product name: N-Boc-cis-4-hydroxy-L-proline
Purity: 97%
Packaging: 5g
Price: $288.91
Updated: 2025/07/31

TCI Chemical

Product number: B5887
Product name: cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $38
Updated: 2025/07/31

TCI Chemical

Product number: B5887
Product name: cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $136
Updated: 2025/07/31

TRC

Product number: B656718
Product name: N-Boc-cis-4-hydroxy-L-proline
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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N-Boc-cis-4-Hydroxy-L-proline Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

84348-37-8

87691-27-8

General procedure for the synthesis of N-Boc-cis-4-hydroxy-L-proline from (S)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid: An appropriate amount of solvent was added to the reaction vessel and cooled to the specified temperature. Subsequently, the reducing agent (4.0~5.0 equivalents) was added in batches, taking care to control the rate of addition to avoid violent exotherm. The progress of the reaction was monitored by HPLC during the reaction. Upon completion of the reaction, the reaction solution was slowly poured into ice water to maintain the temperature at 0~5°C. The pH was adjusted to 0~5°C with dilute hydrochloric acid. The pH was adjusted to 2~3 with dilute hydrochloric acid and then extracted with ethyl acetate (EA) (5X each time, 3 times). All organic phases were combined, washed with saturated brine and dried with anhydrous sodium sulfate. The dried organic phase was concentrated under reduced pressure to give the crude product. Finally, the crude product was recrystallized in a mixed solvent of ethyl acetate and alkanes to give purified N-Boc-cis-4-hydroxy-L-proline.

References

[1] Patent: CN106543062, 2017, A. Location in patent: Paragraph 0021; 0024; 0027
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2253 - 2265
[3] Tetrahedron Letters, 1993, vol. 34, # 46, p. 7489 - 7492
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 251 - 259

N-Boc-cis-4-Hydroxy-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-cis-4-Hydroxy-L-proline Suppliers

Americas 1 Canada 2 China 193 Europe 1 Germany 2 India 8 Japan 4 Switzerland 1 United Kingdom 7 United States 31 Global 250

Service Chemical Inc.

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Country: Germany
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ABCR GmbH & CO. KG

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Country: Germany
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View Lastest Price from N-Boc-cis-4-Hydroxy-L-proline manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: N-Boc-cis-4-Hydroxy-L-proline 87691-27-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-19

Career Henan Chemical Co

Product: N-Boc-cis-4-Hydroxy-L-proline 87691-27-8
Price: US $3.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000kg
Release date: 2019-08-01

87691-27-8, N-Boc-cis-4-Hydroxy-L-prolineRelated Search:

Ethyl 2-(Chlorosulfonyl)acetate L-Hydroxyproline Glycine Folic acid CHLOROPHOSPHONAZO III BOC-L-Proline cis-4-Hydroxy-L-proline N-BOC-CIS-4-HYDROXY-L-PROLINE METHYL ESTER,N-T-BOC-CIS-4-HYDROXY-L-PROLINE METHYL ESTER,N-BOC-CIS-4-HYDROXY-L-PROLINE METHYL ES& D-Proline L-PROLINE-(4-3H(N)) N-BOC-CIS-7-HYDROXY-D-PROLINE N-BOC-CIS-4-HYDROXY-D-PROLINE,N-T-BOC-CIS-4-HYDROXY-D-PROLINE,BOC-CIS-4-HYDROXY-D-PROLINE,N-BOC-CIS-6-HYDROXY-D-PROLINE (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-(2-NAPHTHYLOXY)-2-PYRROLIDINECARBOXYLIC ACID N-Boc-cis-4-Hydroxy-L-proline (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID CARBOXYLIC ACID N-T-BOC-CIS-3-HYDROXY-D-PROLINE,BOC-CIS-3-HYDROXY-D-PROLINE N-T-BOC-CIS-3-HYDROXY-L-PROLINE,BOC-CIS-3-HYDROXY-L-PROLINE

(2S,4S)-cis-1-N-Boc-4-hydroxy-proline, N- Boc-cis-4-hydroxypyrrolidine-2-carboxylic acid

cis-boc-Hyp-OH

cis-N-Boc-4-hydroxy-L-proline

cis-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

(2S,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

cis-N-Boc-4-hydroxy-L-proline, 97+%

N-Boc-cis-4-hydroxy-L-proline 95+%

CIS-BOC-L-HYP-OH

N-Boc-cis-Hyp-OH

1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4S)-

N-Boc-cis-4-hydroxy-L-proline 97%

(2S,4S)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester

BOC-(2S,4S)-(-)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

BOC-CISHYP-OH

BOC-CIS-4-HYDROXY-L-PROLINE

BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

N-T-BOC-CIS-4-HYDROXY-L-PROLINE

N-BOC-CIS-4-HYDROXY-L-PROLINE

N-BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

N-ALPHA-BUTOXYCARBONYL-CIS-4-HYDROXY-L-PROLINE

(S,S)-CIS-1-N-BOC-4-HYDROXY-PROLINE

(S,S)-4-HYDROXY-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER

(2S,4S)-CIS-1-N-BOC-4-HYDROXY-PROLINE

(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-HYDROXYPYRROLIDINE-2-CARBOXYLICACID

(Tert-Butoxy)Carbonyl cis-Hyp-OH

(2S,4S)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline

(2S,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

(2S,4S)-N-Boc-cis-4-hydroxy-L-proline

cis-N-Boc-4-hydroxy-L

N-Boc-cis-4-Hydroxy-L-proline USP/EP/BP

N-α-(t-Butoxycarbonyl)-cis-4-hydroxy-L-proline

(2S,4S)-1-Boc-4-hydroxypyrrolidine-2-carboxylic Acid

N-Boc-cis-4-hydroxy-L-proline (Custom work)

1-(1,1-Dimethylethyl) (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate

N-tert-butoxycarbonyl-L-cis-4- hydroxyproline

(2S,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid/N-tert-butoxycarbonyl-L-cis-4-hydroxyproline

<i>N</i>-Boc-<i>cis</i>-4-hydroxy-<sc>L</sc>-proline

N-Boc-cis-4-hydroxy-L-proline, 97%

1-(tert-Butyl) (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate

87691-27-8

Peptide Synthesis

Proline Derivatives

Specialty Synthesis

Unnatural Amino Acid Derivatives

Carboxylic Acids

Pyrrolidines