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tert-butyl hydroxy(methyl)carbamate

CAS No.
19689-97-5
Chemical Name:
tert-butyl hydroxy(methyl)carbamate
Synonyms
N-Boc-N-methylhydroxylamine;tert-butyl hydroxy(methyl)carbamate;tert-?Butyl N-?hydroxy-?N-?methylcarbamate;Carbamic acid, N-hydroxy-N-methyl-,1,1-dimethylethyl ester
CBNumber:
CB23098385
Molecular Formula:
C6H13NO3
Molecular Weight:
147.17
MDL Number:
MFCD24465554
MOL File:
19689-97-5.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:42
Product description Number Pack Size Price
tert-Butylhydroxy(methyl)carbamate B943435 100mg $60
tert-Butylhydroxy(methyl)carbamate 97% AK659140 1g $115
tert-Butyl hydroxy(methyl)carbamate 95% 182265 5g $743
tert-Butylhydroxy(methyl)carbamate 97% AK659140 10g $821
Tert-butylhydroxy(methyl)carbamate 7005CB 10g $1068

tert-butyl hydroxy(methyl)carbamate Properties

Boiling point 60-65 °C(Press: 3 Torr)
Density 1.083±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 9.04±0.50(Predicted)
Appearance Colorless to light yellow Liquid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

tert-butyl hydroxy(methyl)carbamate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B943435 tert-Butylhydroxy(methyl)carbamate 19689-97-5 100mg $60 2021-12-16 Buy
Ark Pharm AK659140 tert-Butylhydroxy(methyl)carbamate 97% 19689-97-5 1g $115 2021-12-16 Buy
Matrix Scientific 182265 tert-Butyl hydroxy(methyl)carbamate 95% 19689-97-5 5g $743 2021-12-16 Buy
Ark Pharm AK659140 tert-Butylhydroxy(methyl)carbamate 97% 19689-97-5 10g $821 2021-12-16 Buy
AK Scientific 7005CB Tert-butylhydroxy(methyl)carbamate 19689-97-5 10g $1068 2021-12-16 Buy
Product number Packaging Price Buy
B943435 100mg $60 Buy
AK659140 1g $115 Buy
182265 5g $743 Buy
AK659140 10g $821 Buy
7005CB 10g $1068 Buy

tert-butyl hydroxy(methyl)carbamate Chemical Properties,Uses,Production

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

N-Methylhydroxylamine hydrochloride

4229-44-1

tert-butyl hydroxy(methyl)carbamate

19689-97-5

The general procedure for synthesizing tert-butyl hydroxy(methyl)carbamate from di-tert-butyl dicarbonate and N-methylhydroxylamine hydrochloride is as follows: 1. in a dry reaction flask, dissolve N-methylhydroxylamine hydrochloride in an appropriate amount of anhydrous organic solvent, such as dichloromethane or tetrahydrofuran. 2. An equimolar amount of di-tert-butyl dicarbonate is slowly added while the reaction mixture is stirred under cooling in an ice bath. 3. the reaction mixture was continued to be stirred at room temperature for 4-6 hours and the progress of the reaction was monitored by thin layer chromatography (TLC). 4. Upon completion of the reaction, the reaction was quenched with water and the product was extracted with an organic solvent. 5. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. 6. The crude product was purified by column chromatography to obtain the target compound tert-butyl hydroxy(methyl)carbamate. Example 4: Synthesis of NOOTA10107 containing N-methylhydroxylamine According to Scheme 4, the steps for synthesizing N-methylhydroxylamine-containing NOOTA linker are as follows: 1. in accordance with the general steps described above, tert-butyl hydroxy(methyl)carbamate was synthesized from di-tert-butyl dicarbonate and N-methylhydroxylamine hydrochloride. 2. the obtained tert-butyl hydroxy(methyl)carbamate is further reacted with the precursor compound of NOTA linker, and the specific reaction conditions and steps are to be adjusted according to the structure and requirements of NOTA linker. 3. After completion of the reaction, the NOTA linker containing N-methylhydroxylamine is purified by an appropriate purification method, such as column chromatography or recrystallization.

References

[1] Journal of the American Chemical Society, 2013, vol. 135, # 31, p. 11521 - 11524
[2] Organic Letters, 2005, vol. 7, # 25, p. 5729 - 5732
[3] Organic Letters, 2007, vol. 9, # 20, p. 4009 - 4012
[4] Chemical & Pharmaceutical Bulletin, 1982, vol. 30, # 4, p. 1221 - 1224
[5] Organic Letters, 2009, vol. 11, # 22, p. 5210 - 5213

79722-22-8
19689-97-5
Synthesis of tert-butyl hydroxy(methyl)carbamate from Carbamic acid, N-methyl-N-(phenylmethoxy)-, 1,1-dimethylethyl ester

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tert-butyl hydroxy(methyl)carbamate Spectrum

tert-butyl hydroxy(methyl)carbamate tert-?Butyl N-?hydroxy-?N-?methylcarbamate Carbamic acid, N-hydroxy-N-methyl-,1,1-dimethylethyl ester N-Boc-N-methylhydroxylamine 19689-97-5