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135204-19-2 - 1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate, tech. 90% - Benzo[b]thiophenesulfone-2-methoxycarbonyl chloride - Bsmoc-Cl - L19559 - Alfa Aesar

L19559 1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate, tech. 90%

CAS Number
135204-19-2
Synonyms
Benzo[b]thiophenesulfone-2-methoxycarbonyl chloride
Bsmoc-Cl

Size Price ($) Quantity Availability
1g 41.36
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1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate, tech. 90%

MDL
MFCD01090984
EINECS
000-000-0

Chemical Properties

Formula
C10H7ClO4S
Formula Weight
258.68
Melting point
76-77°
Sensitivity
Moisture Sensitive
Solubility
Reacts with water.

Applications

1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate is used for protection of amino acids as their benzothiophenesulfone-2-methoxycarbonyl (Bsmoc) derivatives, which represent a significant improvement in solid-phase peptide synthesis over the corresponding Fmoc derivatives.

Notes

Store under inert gas. It is sensitive to moisture. Store in a cool, dry conditions in well sealed containers. Incompatible with oxidizing agents and bases.

Literature References

Reagent introduced by Carpino for protection of amino acids as their benzothiophenesulfone-2-methoxycarbonyl (Bsmoc) derivatives, which represent a significant improvement in solid-phase peptide synthesis over the corresponding Fmoc derivatives. They are more readily cleaved by base, particularly tris(2-aminoethyl)amine: J. Am. Chem. Soc., 119, 9915 (1997); J. Org. Chem., 64, 4324 (1999).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260u-P201-P280i-P304+P340-P405-P501a

Obtain special instructions before use. Wear eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
8258946
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2934.99
TSCA
No

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