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Benzyl formimidate-hydrochloride, also known as N-benzyloxycarbonyl-1-aminoethylchloride, is a chemical compound frequently utilized in organic synthesis, particularly for the preparation of peptides. It is typically found in the form of a monohydrate of hydrochloride salt and possesses the molecular formula C8H10ClNO. Due to its chemical properties, it is essential to exercise caution and implement safety measures when handling Benzyl formimidate-hydrochloride, as it may cause irritation to the skin, eyes, and respiratory system.

60099-09-4

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60099-09-4 Usage

Uses

Used in Organic Synthesis:
Benzyl formimidate-hydrochloride is used as a reagent in the synthesis of various organic compounds, particularly for the preparation of peptides. Its role in this process is to facilitate the formation of peptide bonds, which are crucial for the structure and function of proteins.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzyl formimidate-hydrochloride is used as a protecting group agent for amines during the synthesis of complex molecules, such as peptides and other bioactive compounds. This helps to prevent unwanted side reactions and ensures the desired product is obtained with high purity and yield.
Used in Research and Development:
Benzyl formimidate-hydrochloride is also employed in research and development settings, where it is used to study the properties and reactivity of various chemical compounds. Its application in this context aids in the discovery of new synthetic routes and the optimization of existing ones, ultimately contributing to the advancement of chemical science and technology.

Check Digit Verification of cas no

The CAS Registry Mumber 60099-09-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,0,9 and 9 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 60099-09:
(7*6)+(6*0)+(5*0)+(4*9)+(3*9)+(2*0)+(1*9)=114
114 % 10 = 4
So 60099-09-4 is a valid CAS Registry Number.

60099-09-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Phenyl phenylphosphoramidochloridate

1.2 Other means of identification

Product number -
Other names formimidic acid benzyl ester,hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:60099-09-4 SDS

60099-09-4Synthetic route

hydrogen cyanide
74-90-8

hydrogen cyanide

benzyl alcohol
100-51-6

benzyl alcohol

methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether
benzoyl chloride
98-88-4

benzoyl chloride

methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

Conditions
ConditionsYield
With acetic anhydride; formamide; benzyl alcohol In potassium hydroxide130 g (67%)
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-aminocyclopentylthio)-(5R)-carbapen-2-em-3-carboxylic acid
105675-89-6, 105761-52-2

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-aminocyclopentylthio)-(5R)-carbapen-2-em-3-carboxylic acid

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-formimidoylaminocyclopentylthio)-(5R)-carbapen-2-em-3-carboxylic acid
105675-90-9, 105814-11-7

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-formimidoylaminocyclopentylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 0 - 5℃; for 0.25h;93%
C18H21N3O6S*ClH*C5H9NO

C18H21N3O6S*ClH*C5H9NO

methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

C19H22N4O6S*ClH

C19H22N4O6S*ClH

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane at -25℃; Large scale;85%
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-aminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid
105675-92-1

(6S)-<(1R)-hydroxyethyl>-2-(cis-3-aminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid
105675-93-2

(6S)-<(1R)-hydroxyethyl>-2-(cis-4-formimidoylaminocyclohexylthio)-(5R)-carbapen-2-em-3-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 0 - 5℃; for 0.25h;82%
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

1,2',6'-tri-N-benzyloxycarbonylistamycin A trifluoroacetat
81155-15-9

1,2',6'-tri-N-benzyloxycarbonylistamycin A trifluoroacetat

1,2',6'-tri-N-benzyloxycarbonyl-2''-N-formimidoylistamycin A hydrochloride
81155-03-5

1,2',6'-tri-N-benzyloxycarbonyl-2''-N-formimidoylistamycin A hydrochloride

Conditions
ConditionsYield
In methanol for 1h;54%
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

(1S,5S,8aS,8bR)-1-((R)-1-Hydroxy-ethyl)-5-methylamino-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid
144574-08-3

(1S,5S,8aS,8bR)-1-((R)-1-Hydroxy-ethyl)-5-methylamino-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid

GV129606

GV129606

Conditions
ConditionsYield
With IRA68 resin In water; acetonitrile at 0℃; Substitution;42%
In phosphate buffer pH=8; Substitution;
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

1,3,5-Triazine
290-87-9

1,3,5-Triazine

Conditions
ConditionsYield
With N,N-diethylaniline under 12 Torr;
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

Cysteamine
60-23-1

Cysteamine

A

4,5-dihydro-thiazole
504-79-0

4,5-dihydro-thiazole

B

1,3,5-Triazine
290-87-9

1,3,5-Triazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile
With N-ethyl-N,N-diisopropylamine In acetonitrile
With N-ethyl-N,N-diisopropylamine In acetonitrile Mechanism;
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

N,N-bis(trimethylsilyl)acetamide
10416-58-7

N,N-bis(trimethylsilyl)acetamide

C11H17NOSi
85737-68-4

C11H17NOSi

Conditions
ConditionsYield
Yield given;
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

4-nitrobenzyl chloroformate
4457-32-3

4-nitrobenzyl chloroformate

N-(N'-p-nitrobenzyloxycarbonyl) benzyl formimidate
85737-66-2

N-(N'-p-nitrobenzyloxycarbonyl) benzyl formimidate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

Sodium; (1S,5S,8aS,8bR)-5-(2-amino-ethoxy)-1-((R)-1-hydroxy-ethyl)-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylate

Sodium; (1S,5S,8aS,8bR)-5-(2-amino-ethoxy)-1-((R)-1-hydroxy-ethyl)-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylate

Sodium; (1S,5S,8aS,8bR)-5-(2-formimidoylamino-ethoxy)-1-((R)-1-hydroxy-ethyl)-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylate

Sodium; (1S,5S,8aS,8bR)-5-(2-formimidoylamino-ethoxy)-1-((R)-1-hydroxy-ethyl)-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylate

Conditions
ConditionsYield
With sodium hydroxide; sodium phosphate buffer In tetrahydrofuran at 5℃; for 0.166667h; pH 8.5; Yield given;
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[4-(1,2,3,6-tetrahydropyridin-4-yl)-1,3-thiazol-2-yl]thio}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
161681-47-6

(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[4-(1,2,3,6-tetrahydropyridin-4-yl)-1,3-thiazol-2-yl]thio}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-3-({4-[1-(iminomethyl)-1,2,3,6-tetrahydropyridin-4-yl]-1,3-thiazol-2-yl}thio)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-3-({4-[1-(iminomethyl)-1,2,3,6-tetrahydropyridin-4-yl]-1,3-thiazol-2-yl}thio)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In phosphate buffer at 0℃; for 0.5h; pH=8.5;
2-[2-[4-[((3S)-3-pyrrolidinyl)oxy]phenyl]ethyl]-5-benzofurancarboxamidine dihydrochloride

2-[2-[4-[((3S)-3-pyrrolidinyl)oxy]phenyl]ethyl]-5-benzofurancarboxamidine dihydrochloride

methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

2-[2-[4-[((3S)-1-formimidoyl-3-pyrrolidinyl)oxy]phenyl]ethyl]-5-benzofurancarboxamidine Dihydrochloride

2-[2-[4-[((3S)-1-formimidoyl-3-pyrrolidinyl)oxy]phenyl]ethyl]-5-benzofurancarboxamidine Dihydrochloride

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

FR27743
127767-64-0

FR27743

(4R,5S,6S)-3-[(2S,4S)-2-(2-fluoroethyloxymethyl)-1-formimidoylpyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
127767-84-4

(4R,5S,6S)-3-[(2S,4S)-2-(2-fluoroethyloxymethyl)-1-formimidoylpyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water; acetone
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

(5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-(pyrrolidin-3-yl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
434314-64-4

(5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-(pyrrolidin-3-yl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

(5R,6S)-3-(1-formimidoylpyrrolidin-3-yl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
1097200-50-4

(5R,6S)-3-(1-formimidoylpyrrolidin-3-yl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide
methanimidic acid phenylmethyl ester hydrochloride
60099-09-4

methanimidic acid phenylmethyl ester hydrochloride

Demethylterbinafine
99473-11-7

Demethylterbinafine

(E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-(iminomethyl)-1-naphthalenemethanamine, monohydrochloride
114311-64-7

(E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-(iminomethyl)-1-naphthalenemethanamine, monohydrochloride

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In methanol; N,N-dimethyl-formamide

60099-09-4Relevant articles and documents

Process for the preparation of N-formimidoyl thienamycin and reagents therefor

-

, (2008/06/13)

Disclosed is a novel class of substituted and unsubstituted benzyl formimidates, represented in a convenient acid addition salt form (I); and the use of these reagents in the preparation of the antibiotic N-formimidoyl thienamycin (II): STR1 wherein A is a non-critical anion such as chloro, bromo, hydrogen sulfate or an alkyl aralkyl or aryl sulfonate, wherein the alkyl moiety has 1-6 carbon atoms and the aryl moiety is phenyl, for example; n is 0, 1 or 2; and X is independently selected from nitro, halo (chloro, bromo, fluoro, and iodo), loweralkyl having from one to six carbon atoms, phenyl, and phenylalkyl having from 7-12 carbon atoms, and --COOR, wherein R is hydrogen or loweralkyl having from one to six carbon atoms.

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