When moss with pip install

$ pip install awscli
Collecting awscli
  Using cached awscli-1.11.100-py2.py3-none-any.whl
Collecting botocore==1.5.63 (from awscli)
  Using cached botocore-1.5.63-py2.py3-none-any.whl
Collecting PyYAML<=3.12,>=3.10 (from awscli)
  Using cached PyYAML-3.12.tar.gz
Collecting rsa<=3.5.0,>=3.1.2 (from awscli)
  Using cached rsa-3.4.2-py2.py3-none-any.whl
Requirement already satisfied: docutils>=0.10 in /Library/Python/2.7/site-packages (from awscli)
Collecting s3transfer<0.2.0,>=0.1.9 (from awscli)
  Using cached s3transfer-0.1.10-py2.py3-none-any.whl
Collecting colorama<=0.3.7,>=0.2.5 (from awscli)
  Using cached colorama-0.3.7-py2.py3-none-any.whl
Requirement already satisfied: jmespath<1.0.0,>=0.7.1 in /Library/Python/2.7/site-packages (from botocore==1.5.63->awscli)
Collecting python-dateutil<3.0.0,>=2.1 (from botocore==1.5.63->awscli)
  Using cached python_dateutil-2.6.0-py2.py3-none-any.whl
Collecting pyasn1>=0.1.3 (from rsa<=3.5.0,>=3.1.2->awscli)
  Using cached pyasn1-0.2.3-py2.py3-none-any.whl
Collecting futures<4.0.0,>=2.2.0; python_version == "2.6" or python_version == "2.7" (from s3transfer<0.2.0,>=0.1.9->awscli)
  Using cached futures-3.1.1-py2-none-any.whl
Collecting six>=1.5 (from python-dateutil<3.0.0,>=2.1->botocore==1.5.63->awscli)
  Using cached six-1.10.0-py2.py3-none-any.whl
Installing collected packages: six, python-dateutil, botocore, PyYAML, pyasn1, rsa, futures, s3transfer, colorama, awscli
  Found existing installation: six 1.4.1
    DEPRECATION: Uninstalling a distutils installed project (six) has been deprecated and will be removed in a future version. This is due to the fact that uninstalling a distutils project will only partially uninstall the project.
    Uninstalling six-1.4.1:
Exception:
Traceback (most recent call last):
  File "/Library/Python/2.7/site-packages/pip/basecommand.py", line 215, in main
    status = self.run(options, args)
  File "/Library/Python/2.7/site-packages/pip/commands/install.py", line 342, in run
    prefix=options.prefix_path,
  File "/Library/Python/2.7/site-packages/pip/req/req_set.py", line 778, in install
    requirement.uninstall(auto_confirm=True)
  File "/Library/Python/2.7/site-packages/pip/req/req_install.py", line 754, in uninstall
    paths_to_remove.remove(auto_confirm)
  File "/Library/Python/2.7/site-packages/pip/req/req_uninstall.py", line 115, in remove
    renames(path, new_path)
  File "/Library/Python/2.7/site-packages/pip/utils/__init__.py", line 267, in renames
    shutil.move(old, new)
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/shutil.py", line 302, in move
    copy2(src, real_dst)
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/shutil.py", line 131, in copy2
    copystat(src, dst)
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/shutil.py", line 103, in copystat
    os.chflags(dst, st.st_flags)
OSError: [Errno 1] Operation not permitted: '/var/folders/79/6lc6_m110md6m03whc56mdhm0000gn/T/pip-l8lgyp-uninstall/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/six-1.4.1-py2.7.egg-info'

Countermeasures

Add --ignore-installed.

$ pip install awscli --ignore-installed
The directory '/Users/naoiwata/Library/Caches/pip/http' or its parent directory is not owned by the current user and the cache has been disabled. Please check the permissions and owner of that directory. If executing pip with sudo, you may want sudo's -H flag.
The directory '/Users/naoiwata/Library/Caches/pip' or its parent directory is not owned by the current user and caching wheels has been disabled. check the permissions and owner of that directory. If executing pip with sudo, you may want sudo's -H flag.
Collecting awscli
  Downloading awscli-1.11.100-py2.py3-none-any.whl (1.2MB)
    100% |████████████████████████████████| 1.2MB 982kB/s
Collecting botocore==1.5.63 (from awscli)
  Downloading botocore-1.5.63-py2.py3-none-any.whl (3.5MB)
    100% |████████████████████████████████| 3.5MB 304kB/s
Collecting PyYAML<=3.12,>=3.10 (from awscli)
  Downloading PyYAML-3.12.tar.gz (253kB)
    100% |████████████████████████████████| 256kB 2.9MB/s
Collecting rsa<=3.5.0,>=3.1.2 (from awscli)
  Downloading rsa-3.4.2-py2.py3-none-any.whl (46kB)
    100% |████████████████████████████████| 51kB 6.7MB/s
Collecting docutils>=0.10 (from awscli)
  Downloading docutils-0.13.1-py2-none-any.whl (537kB)
    100% |████████████████████████████████| 542kB 1.8MB/s
Collecting s3transfer<0.2.0,>=0.1.9 (from awscli)
  Downloading s3transfer-0.1.10-py2.py3-none-any.whl (54kB)
    100% |████████████████████████████████| 61kB 5.2MB/s
Collecting colorama<=0.3.7,>=0.2.5 (from awscli)
  Downloading colorama-0.3.7-py2.py3-none-any.whl
Collecting jmespath<1.0.0,>=0.7.1 (from botocore==1.5.63->awscli)
  Downloading jmespath-0.9.3-py2.py3-none-any.whl
Collecting python-dateutil<3.0.0,>=2.1 (from botocore==1.5.63->awscli)
  Downloading python_dateutil-2.6.0-py2.py3-none-any.whl (194kB)
    100% |████████████████████████████████| 194kB 4.0MB/s
Collecting pyasn1>=0.1.3 (from rsa<=3.5.0,>=3.1.2->awscli)
  Downloading pyasn1-0.2.3-py2.py3-none-any.whl (53kB)
    100% |████████████████████████████████| 61kB 6.7MB/s
Collecting futures<4.0.0,>=2.2.0; python_version == "2.6" or python_version == "2.7" (from s3transfer<0.2.0,>=0.1.9->awscli)
  Downloading futures-3.1.1-py2-none-any.whl
Collecting six>=1.5 (from python-dateutil<3.0.0,>=2.1->botocore==1.5.63->awscli)
  Downloading six-1.10.0-py2.py3-none-any.whl
Installing collected packages: docutils, jmespath, six, python-dateutil, botocore, PyYAML, pyasn1, rsa, futures, s3transfer, colorama, awscli
  Running setup.py install for PyYAML ... done
Successfully installed PyYAML-3.12 awscli-1.11.100 botocore-1.5.63 colorama-0.3.7 docutils-0.13.1 futures-3.1.1 jmespath-0.9.3 pyasn1-0.2.3 python-dateutil-2.6.0 rsa-3.4.2 s3transfer-0.1.10 six-1.10.0

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